Substituted quinolin-2 (1H)-ones useful as HIV reverse transcriptase inhibitors

ABSTRACT

This invention relates generally to quinolin-2(1H)-ones and derivatives thereof of Formula (I): ##STR1## or stereoisomeric forms, stereoisomeric mixtures, or pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of HIV reverse transcriptase, pharmaceutical compositions and diagnostic kits comprising the same, methods of using the same for treating viral infection or as assay standards or reagents, and intermediates and processes for making the same.

This application claims the benefit of provisional application 60/091253 filed on Jun. 30, 1998.

FIELD OF THE INVENTION

This invention relates generally to quinolin-2(1H)-ones which are useful as inhibitors of HIV reverse transcriptase, pharmaceutical compositions and diagnostic kits comprising the same, methods of using the same for treating viral infection or as assay standards or reagents, and intermediates and processes for making the same.

BACKGROUND OF THE INVENTION

Two distinct retroviruses, human immunodeficiency virus (HIV) type-1 (HIV-1) or type-2 (HIV-2), have been etiologically linked to the immunosuppressive disease, acquired immunodeficiency syndrome (AIDS). HIV seropositive individuals are initially asymptomatic but typically develop AIDS related complex (ARC) followed by AIDS. Affected individuals exhibit severe immunosuppression which predisposes them to debilitating and ultimately fatal opportunistic infections.

The disease AIDS is the end result of an HIV-1 or HIV-2 virus following its own complex life cycle. The virion life cycle begins with the virion attaching itself to the host human T-4 lymphocyte immune cell through the bonding of a glycoprotein on the surface of the virion's protective coat with the CD4 glycoprotein on the lymphocyte cell. Once attached, the virion sheds its glycoprotein coat, penetrates into the membrane of the host cell, and uncoats its RNA. The virion enzyme, reverse transcriptase, directs the process of transcribing the RNA into single-stranded DNA. The viral RNA is degraded and a second DNA strand is created. The now double-stranded DNA is integrated into the human cell's genes and those genes are used for virus reproduction.

At this point, RNA polymerase transcribes the integrated DNA into viral RNA. The viral RNA is translated into the precursor gag-pol fusion polyprotein. The polyprotein is then cleaved by the HIV protease enzyme to yield the mature viral proteins. Thus, HIV protease is responsible for regulating a cascade of cleavage events that lead to the virus particle's maturing into a virus that is capable of full infectivity.

The typical human immune system response, killing the invading virion, is taxed because the virus infects and kills the immune system's T cells. In addition, viral reverse transcriptase, the enzyme used in making a new virion particle, is not very specific, and causes transcription mistakes that result in continually changed glycoproteins on the surface of the viral protective coat. This lack of specificity decreases the immune system's effectiveness because antibodies specifically produced against one glycoprotein may be useless against another, hence reducing the number of antibodies available to fight the virus. The virus continues to reproduce while the immune response system continues to weaken. Eventually, the HIV largely holds free reign over the body's immune system, allowing opportunistic infections to set in and without the administration of antiviral agents, immunomodulators, or both, death may result.

There are at least three critical points in the virus's life cycle which have been identified as possible targets for antiviral drugs: (1) the initial attachment of the virion to the T-4 lymphocyte or macrophage site, (2) the transcription of viral RNA to viral DNA (reverse transcriptase, RT), and (3) the processing of gag-pol protein by HIV protease.

Inhibition of the virus at the second critical point, the viral RNA to viral DNA transcription process, has provided a number of the current therapies used in treading AIDS. This transcription must occur for the virion to reproduce because the virion's genes are encoded in RNA and the host cell reads only DNA. By introducing drugs that block the reverse transcriptase from completing the formation of viral DNA, HIV-1 replication can be stopped.

A number of compounds that interfere with viral replication have been developed to treat AIDS. For example, nucleoside analogs, such as 3'-azido-3'-deoxythymidine (AZT), 2',3'-dideoxycytidine (ddC), 2',3'-dideoxythymidinene (d4T), 2',3'-dideoxyinosine (ddI), and 2',3'-dideoxy-3'-thia-cytidine (3TC) have been shown to be relatively effective in halting HIV replication at the reverse transcriptase (RT) stage.

An active area of research is in the discovery of non-nucleoside HIV reverse transcriptase inhibitors. As an example, it has been found that certain benzoxazinones and quinazolinones are active in the inhibition of HIV reverse transcriptase, the prevention or treatment of infection by HIV and the treatment of AIDS.

U.S. Pat. No. 5,519,021 describes reverse transcriptase inhibitors which are benzoxazinones of the formula: ##STR2## wherein X is a halogen, Z may be O.

WO 95/29920 describes suksdorfin analogs according to the Formula (III) ##STR3## which are useful as antiviral and immunostimulating agents. Compounds of this sort are not considered to be part of the present invention.

U.S. Pat. No. 5,358,949 describes carbostyril derivatives of forumla (AA) ##STR4## which are useful as anti-arrhythmia agents. The application describes 3-substituted quinalinones and dihydroquinalinones, generally, wherein n is 0, 1, or 2; R² or R³ can be a variety of groups, however, R² and R³ can not be substituted on the same position at the same time. However, U.S. Pat. No. 5,358,949 does not disclose, by exemplification, compounds wherein R² or R³ are --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃, nor compounds wherein n=2 and the 4 position of the quinaline core is disubstituted, nor where R² or R³ are alkynyls. Compounds of U.S. Pat. No. 5,358,949 are not considered to be part of the present invention.

Even with the current success of reverse transcriptase inhibitors, it has been found that HIV patients can become resistant to a single inhibitor. Thus, it is desirable to develop additional inhibitors to further combat HIV infection.

SUMMARY OF THE INVENTION

Accordingly, one object of the present invention is to provide novel reverse transcriptase inhibitors.

It is another object of the present invention to provide a novel method for treating HIV infection which comprises administering to a host in need of such treatment a therapeutically effective amount of at least one of the compounds of the present invention or a pharmaceutically acceptable salt form thereof.

It is another object of the present invention to provide a novel method for treating HIV infection which comprises administering to a host in need thereof a therapeutically effective combination of (a) one of the compounds of the present invention and (b) one or more compounds selected form the group consisting of HIV reverse transcriptase inhibitors and HIV protease inhibitors.

It is another object of the present invention to provide pharmaceutical compositions with reverse transcriptase inhibiting activity comprising a pharmaceutically acceptable carrier and a therapeutically effective amount of at least one of the compounds of the present invention or a pharmaceutically acceptable salt form thereof.

It is another object of the present invention to provide a method of inhibiting HIV present in a body fluid sample which comprises treating the body fluid sample with an effective amount of a compound of the present invention.

It is another object of the present invention to provide a kit or container containing at least one of the compounds of the present invention in an amount effective for use as a standard or reagent in a test or assay for determining the ability of a potential pharmaceutical to inhibit HIV reverse transcriptase, HIV growth, or both.

These and other objects, which will become apparent during the following detailed description, have been achieved by the inventors' discovery that compounds of Formula (I): ##STR5## wherein R¹, R², Q¹, Q², A, W, X, Y, and Z are defined below, stereoisomeric forms, mixtures of stereoisomeric forms, or pharmaceutically acceptable salt forms thereof, are effective reverse transcriptase inhibitors.

DETAILED DESCRIPTION OF PREFERRED EMBODIMENTS

[1] Thus, in a first embodiment, the present invention provides a novel compound of Formula (I): ##STR6## or a stereoisomer or pharmaceutically acceptable salt form thereof, wherein:

A is O or S;

W is N or CR³ ;

X is N or CR^(3a) ;

Y is N or CR^(3b) ;

Z is N or CR^(3c) ;

provided that the number of W, X, Y, and Z which are N, is zero, one or two;

R¹ is cyclopropyl or C₁₋₃ alkyl substituted with 0-7 halogen;

R² is selected from

C₁₋₆ alkyl substituted with 0-2 R⁴,

C₂₋₅ alkenyl substituted with 0-2 R⁴,

C₂₋₅ alkynyl substituted with 0-1 R⁴,

C₃₋₆ cycloalkyl substituted with 0-2 R⁵,

phenyl substituted with 0-2 R⁵, and

3-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R³ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3a) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

alternatively, R³ and R^(3a), when substituents on adjacent carbon atoms, are taken together with the carbon atoms to which they are attached to form --O--CH₂ --O--, --O--CH₂ --CH₂ --O--, or --CH═CH--CH═CH--;

R^(3b) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

alternatively, R^(3a) and R^(3b), when substituents on adjacent carbon atoms, are taken together with the carbon atoms to which they are attached to form --O--CH₂ --O--, --O--CH₂ --CH₂ --O--, or --CH═CH--CH═CH--;

R^(3c) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

alternatively, R^(3b) and R^(3c), when substituents on adjacent carbon atoms, are taken together with the carbon atoms to which they are attached to form --O--CH₂ --O--, --O--CH₂ --CH₂ --O--, or --CH═CH--CH═CH--;

R⁴ is selected from

C₁₋₆ alkyl substituted with 0-2 R⁵,

C₃₋₁₀ carbocycle substituted with 0-R⁵,

phenyl substituted with 0-5 R⁵, and a

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R⁵, at each occurrence, is independently selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

Q¹ and Q² are independently selected from

H, --CHO, --CO₂ R⁷, --CH₂ OR⁷, --COR⁷, --NO₂, --NH₂, --NHR⁷, --N(R⁷)₂, --NHCO₂ R⁷, --NHCOR⁷, --OR⁷, --OCOR⁷,

C₁₋₃ alkyl substituted by 3-7 halogens;

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁸, and

C₂₋₆ alkynyl substituted with 0-2 R⁸,

alternatively, Q¹ and Q² can be taken together to form ═O;

alternatively, Q¹ and Q² can be taken together to form:

a 3-6 membered spirocyclic ring, said spirocyclic ring containing 0, 1, or 2 oxygen atoms;

R⁷ is selected from

H,

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁹,

C₂₋₆ alkynyl substituted with 0-1 R⁹,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹, and

C₁₋₃ alkyl substituted by 3-7 halogens;

R⁸ is selected from

C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹,

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁹ ; and,

R⁹ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, --SO₂ NR¹⁴ R¹⁵, and C₁₋₃ alkyl substituted by 3-7 halogens;

R¹⁴ and R¹⁵ are independently selected from H and C₁₋₄ alkyl;

alternatively, R¹⁴ and R¹⁵, together with the nitrogen to which they are attached, combine to form a 5-6 membered ring containing 0-1 Oxygen atoms;

R¹⁶ is selected from H, OH, C₁₋₄ alkyl, C₁₋₄ alkoxy, and NR¹⁴ R¹⁵ ;

R¹⁷ is selected from C₁₋₃ alkyl and C₁₋₃ alkoxy; and

R¹⁸ is selected from C₁₋₄ alkyl and phenyl.

[2] In a preferred embodiment, the present invention provides a novel compound of Formula (II), ##STR7## wherein: A is O or S;

R¹ is cyclopropyl or C₁₋₃ alkyl substituted with 0-7 halogen;

R² is selected from

C₁₋₆ alkyl substituted with 0-2 R⁴,

C₂₋₅ alkenyl substituted with 0-2 R⁴,

C₂₋₅ alkynyl substituted with 0-1 R⁴,

C₃₋₆ cycloalkyl substituted with 0-2 R⁵,

phenyl substituted with 0-2 R⁵, and

3-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R³ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3a) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3b) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3c) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O) NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R⁴ is selected from

C₁₋₆ alkyl substituted with 0-2 R⁵,

C₃₋₁₀ carbocycle substituted with 0-2 R⁵,

phenyl substituted with 0-5 R⁵, and a

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R⁵, at each occurrence, is independently selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

Q¹ and Q² are independently selected from

H, --CHO, --CO₂ R⁷, --CH₂ OR⁷, --COR⁷, --NO₂, --NH₂, --NHR⁷, --N(R⁷)₂, --NHCO₂ R⁷, --NHCOR⁷, --OR⁷, --OCOR⁷,

C₁₋₃ alkyl substituted by 3-7 halogens;

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁸, and

C₂₋₆ alkynyl substituted with 0-2 R⁸,

alternatively, Q¹ and Q² can be taken together to form ═O;

alternatively, Q¹ and Q² can be taken together to form:

a 3-6 membered spirocyclic ring, said spirocyclic ring containing 0, 1, or 2 oxygen atoms;

R⁷ is selected from

H,

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁹,

C₂₋₆ alkynyl substituted with 0-1 R⁹,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹, and

C₁₋₃ alkyl substituted by 3-7 halogens;

R⁸ is selected from

C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹,

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁹ ; and,

R⁹ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, --SO₂ NR¹⁴ R¹⁵ and C₁₋₃ alkyl substituted by 3-7 halogens;

R¹⁴ and R¹⁵ are independently selected from H, methyl, ethyl, propyl, and butyl;

R¹⁶ is selected from H, OH, methyl, ethyl, propyl, butyl, methoxy, ethoxy, propoxy, butoxy, and NR¹⁴ R¹⁵ ;

R¹⁷ is selected from methyl, ethyl, propyl, methoxy, ethoxy, and propoxy; and

R¹⁸ is selected from methyl, ethyl, propyl, butyl, and phenyl.

[3] In a more preferred embodiment, the present invention provides a novel compound of Formula (II), wherein:

A is O;

R¹ is --CF₃, --CF₂ CF₃, or --CF₂ CF₂ CF₃ ;

R² is selected from

C₁₋₆ alkyl substituted with 0-2 R⁴,

C₂₋₅ alkenyl substituted with 0-2 R⁴,

C₂₋₅ alkynyl substituted with 0-1 R⁴,

C₃₋₆ cycloalkyl substituted with 0-2 R⁵,

phenyl substituted with 0-2 R⁵, and

3-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R³ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3a) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O) NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3b) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3c) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R⁴ is selected from

C₁₋₆ alkyl substituted with 0-2 R⁵,

C₃₋₁₀ carbocycle substituted with 0-2 R⁵,

phenyl substituted with 0-5 R⁵, and a

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R⁵, at each occurrence, is independently selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

Q¹ and Q² are independently selected from

H, --CHO, --CO₂ R⁷, --CH₂ OR⁷, --COR⁷, --NO₂, --NH₂, --NHR⁷, --N(R⁷)₂, --NHCO₂ R⁷, --NHCOR⁷, --OR⁷, --OCOR⁷,

C₁₋₃ alkyl substituted by 3-7 halogens;

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁸, and

C₂₋₆ alkynyl substituted with 0-2 R⁸,

alternatively, Q¹ and Q² can be taken together to form ═O;

alternatively, Q¹ and Q² can be taken together to form:

a 3-6 membered spirocyclic ring, said spirocyclic ring containing 0, 1, or 2 oxygen atoms;

R⁷ is selected from

H,

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁹,

C₂₋₆ alkynyl substituted with 0-1 R⁹,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹, and

C₁₋₃ alkyl substituted by 3-7 halogens;

R⁸ is selected from

C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O) NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹,

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁹ ; and,

R⁹ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, --SO₂ NR¹⁴ R¹⁵, and C₁₋₃ alkyl substituted by 3-7 halogens;

R¹⁴ and R¹⁵ are independently selected from H, methyl, and ethyl;

R¹⁶ is selected from H, OH, methyl, ethyl, methoxy, ethoxy, and NR¹⁴ R¹⁵ ;

R¹⁷ is selected from methyl, ethyl, methoxy, and ethoxy; and

R¹⁸ is selected from methyl, ethyl, and phenyl.

[4] In an even more preferred embodiment, the present invention provides a novel compound of Formula (II), wherein:

A is O;

R¹ is --CF₃ or --CF₂ CF₃ ;

R² is selected from

C₁₋₃ alkyl substituted with 0-1 R⁴,

C₂₋₃ alkenyl substituted with 0-1 R⁴, and

C₂₋₃ alkynyl substituted with 0-1 R⁴,

R³ is selected from H, methyl, ethyl, --OH, methoxy, ethoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, and --NHC(O)NR¹⁴ R¹⁵ ;

R^(3a) is selected from H, methyl, ethyl, --OH, methoxy, ethoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, and --NHC(O)NR¹⁴ R¹⁵ ;

R^(3b) is H or F;

R^(3c) is selected from H, methyl, --OH, methoxy, and --OCF₃ ;

R⁴ is selected from

cyclopropyl substituted with 0-1 R⁵,

phenyl substituted with 0-3 R⁵, and a

5-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-1 R⁵, wherein the heterocyclic system is selected from 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-oxazolyl, 2-thiazolyl, 4-isoxazolyl, 2-imidazolyl, 1-pyrazolyl, 3-pyrazolyl, and 4-pyrazolyl;

R⁵, at each occurrence, is independently selected from methyl, ethyl, propyl, --OH, methoxy, ethoxy, propoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

Q¹ is selected from:

H, --CHO, --CO₂ R⁷, --CH₂ OR⁷, --COR⁷, --NO₂, --NH₂, --NHR⁷, --N(R⁷)₂, --NHCO₂ R⁷, --NHCOR⁷, --OR⁷, --OCOR⁷, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃,

C₁₋₄ alkyl substituted with 0-1 R⁸,

C₂₋₃ alkenyl substituted with 0-1 R⁸, and

C₂₋₃ alkynyl substituted with 0-1 R⁸ ;

Q² is H;

alternatively, Q¹ and Q² can be taken together to form ═O;

R⁷ is selected from

H, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃,

C₁₋₃ alkyl substituted with 0-1 R⁸,

C₂₋₃ alkenyl substituted with 0-1 R⁹,

C₂₋₃ alkynyl substituted with 0-1 R⁹,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹, and

phenyl substituted with 0-2 R⁹ ;

R⁸ is selected from

methyl, ethyl, propyl, butyl, --OH, methoxy, ethoxy, propoxy, butoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, and --NHC(O)NR¹⁴ R¹⁵,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹,

5-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁹ ; wherein the heterocyclic system is selected from 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-oxazolyl, 2-thiazolyl, 4-isoxazolyl, 2-imidazolyl, 1-pyrazolyl, 3-pyrazolyl, and 4-pyrazolyl;

R⁹ is selected from methyl, ethyl, propyl, butyl, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃, --OH, methoxy, ethoxy, propoxy, butoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R¹⁴ and R¹⁵ are independently selected from H, methyl, and ethyl;

R¹⁶ is selected from H, OH, methyl, ethyl, methoxy, ethoxy, and NR¹⁴ R¹⁵ ; and

R¹⁷ is selected from methyl, ethyl, methoxy, and ethoxy.

In a further preferred embodiment, a compound of the present invention is of Formula (Ia) ##STR8## or a pharmaceutically acceptable salt thereof.

In a further preferred embodiment, a compound of the present invention is of Formula (Ib) ##STR9## or a pharmaceutically acceptable salt thereof. [5] In a most preferred embodiment, the compound of Formula (I) selected from: ##STR10## or a pharmaceutically acceptable salt thereof. [6] In a second embodiment, the present invention provides a novel compound of Formula (I), wherein:

A is O or S;

W is N or CR³ ;

X is N or CR^(3a) ;

Y is N or CR^(3b) ;

Z is N or CR^(3c) ;

provided that one or two of W, X, Y, and Z are N,

R¹ is C₁₋₃ alkyl substituted with 0-7 halogen;

R² is selected from

C₁₋₆ alkyl substituted with 0-2 R⁴,

C₂₋₅ alkenyl substituted with 0-2 R⁴,

C₂₋₅ alkynyl substituted with 0-1 R⁴,

C₃₋₆ cycloalkyl substituted with 0-2 R⁵,

phenyl substituted with 0-2 R⁵, and

3-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R³ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3a) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3b) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3c) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R⁴ is selected from

C₁₋₆ alkyl substituted with 0-2 R⁵,

C₃₋₁₀ carbocycle substituted with 0-2 R⁵,

phenyl substituted with 0-5 R⁵, and a

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R⁵, at each occurrence, is independently selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

Q¹ and Q² are independently selected from

H, --CHO, --CO₂ R⁷, --CH₂ OR⁷, --COR⁷, --NO₂, --NH₂, --NHR⁷, --N(R⁷)₂, --NHCO₂ R⁷, --NHCOR⁷, --OR⁷, --OCOR⁷,

C₁₋₃ alkyl substituted by 3-7 halogens;

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁸, and

C₂₋₆ alkynyl substituted with 0-2 R⁸,

alternatively, Q¹ and Q² can be taken together to form ═O;

alternatively, Q¹ and Q² can be taken together to form:

a 3-6 membered spirocyclic ring, said spirocyclic ring containing 0, 1, or 2 oxygen atoms;

R⁷ is selected from

H,

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁹,

C₂₋₆ alkynyl substituted with 0-1 R⁹,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹, and

C₁₋₃ alkyl substituted by 3-7 halogens;

R⁸ is selected from

C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹,

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁹ ; and,

R⁹ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, --SO₂ NR¹⁴ R¹⁵, and C₁₋₃ alkyl substituted by 3-7 halogens;

R¹⁴ and R¹⁵ are independently selected from H, methyl, ethyl, propyl, and butyl;

R¹⁶ is selected from H, OH, methyl, ethyl, propyl, butyl, methoxy, ethoxy, propoxy, butoxy, and NR¹⁴ R¹⁵ ;

R¹⁷ is selected from methyl, ethyl, propyl, methoxy, ethoxy, and propoxy; and

R¹⁸ is selected from methyl, ethyl, propyl, butyl, and phenyl.

[7] In a preferred second embodiment, the present invention provides a novel compound of Formula (I), wherein:

A is O;

W is N or CR³ ;

X is N or CR^(3a) ;

Y is N or CR^(3b) ;

Z is N or CR^(3c) ;

provided that one or two of W, X, Y, and Z are N,

R¹ is --CF₃, --CF₂ CF₃, or --CF₂ CF₂ CF₃ ;

R² is selected from

C₁₋₆ alkyl substituted with 0-2 R⁴,

C₂₋₅ alkenyl substituted with 0-2 R⁴,

C₂₋₅ alkynyl substituted with 0-1 R⁴,

C₃₋₆ cycloalkyl substituted with 0-2 R⁵,

phenyl substituted with 0-2 R⁵, and

3-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R³ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3a) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3b) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R^(3c) is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R⁴ is selected from

C₁₋₆ alkyl substituted with 0-2 R⁵,

C₃₋₁₀ carbocycle substituted with 0-2 R⁵,

phenyl substituted with 0-5 R⁵, and a

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁵ ;

R⁵, at each occurrence, is independently selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

Q¹ and Q² are independently selected from

H, --CHO, --CO₂ R⁷, --CH₂ OR⁷, --COR⁷, --NO₂, --NH₂, --NHR⁷, --N(R⁷)₂, --NHCO₂ R⁷, --NHCOR⁷, --OR⁷, --OCOR⁷,

C₁₋₃ alkyl substituted by 3-7 halogens;

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁸, and

C₂₋₆ alkynyl substituted with 0-2 R⁸,

alternatively, Q¹ and Q² can be taken together to form ═O;

alternatively, Q¹ and Q² can be taken together to form:

a 3-6 membered spirocyclic ring, said spirocyclic ring containing 0, 1, or 2 oxygen atoms;

R⁷ is selected from

H,

C₁₋₆ alkyl substituted with 0-2 R⁸,

C₂₋₆ alkenyl substituted with 0-2 R⁹,

C₂₋₆ alkynyl substituted with 0-1 R⁹,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹, and

C₁₋₃ alkyl substituted by 3-7 halogens;

R⁸ is selected from

C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹,

5-10 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁹ ; and,

R⁹ is selected from C₁₋₄ alkyl, --OH, C₁₋₄ alkoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, --SO₂ NR¹⁴ R¹⁵, and C₁₋₃ alkyl substituted by 3-7 halogens;

R¹⁴ and R¹⁵ are independently selected from H, methyl, ethyl, propyl, and butyl;

R¹⁶ is selected from H, OH, methyl, ethyl, propyl, butyl, methoxy, ethoxy, propoxy, butoxy, and NR¹⁴ R¹⁵ ;

R¹⁷ is selected from methyl, ethyl, propyl, methoxy, ethoxy, and propoxy; and

R¹⁸ is selected from methyl, ethyl, propyl, butyl, and phenyl.

[8] In a more preferred second embodiment, the present invention provides a novel compound of Formula (I), wherein:

R¹ is --CF₃ or --CF₂ CF₃ ;

R² is selected from

C₁₋₃ alkyl substituted with 0-1 R⁴,

C₂₋₃ alkenyl substituted with 0-1 R⁴,

C₂₋₃ alkynyl substituted with 0-1 R⁴,

R³ is selected from methyl, ethyl, --OH, methoxy, ethoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, and --NHC(O)NR¹⁴ R¹⁵ ;

R^(3a) is selected from methyl, ethyl, --OH, methoxy, ethoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, and --NHC(O)NR¹⁴ R¹⁵ ;

R^(3b) is selected from methyl, ethyl, --OH, methoxy, ethoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, and --NHC(O)NR¹⁴ R¹⁵ ;

R^(3c) is selected from methyl, --OH, methoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN;

R⁴ is selected from

cyclopropyl substituted with 0-1 R⁵,

phenyl substituted with 0-3 R⁵, and a

5-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-1 R⁵, wherein the heterocyclic system is selected from 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-oxazolyl, 2-thiazolyl, 4-isoxazolyl, and 2-imidazolyl;

R⁵, at each occurrence, is independently selected from methyl, ethyl, propyl, --OH, methoxy, ethoxy, propoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

Q¹ and Q² are independently selected from

H, --CHO, --CO₂ R⁷, --CH₂ OR⁷, --COR⁷, --NO₂, --NH₂, --NHR⁷, --N(R⁷)₂, --NHCO₂ R⁷, --NHCOR⁷, --OR⁷, --OCOR⁷, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃,

C₁₋₄ alkyl substituted with 0-1 R⁸,

C₂₋₃ alkenyl substituted with 0-1 R⁸, and

C₂₋₃ alkynyl substituted with 0-1 R⁸,

alternatively, Q¹ and Q² can be taken together to form ═O;

R⁷ is selected from

H, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃,

C₁₋₃ alkyl substituted with 0-1 R⁸,

C₂₋₃ alkenyl substituted with 0-1 R⁹,

C₂₋₃ alkynyl substituted with 0-1 R⁹,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹, and

phenyl substituted with 0-2 R⁹ ;

R⁸ is selected from

methyl, ethyl, propyl, butyl, --OH, methoxy, ethoxy, propoxy, butoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, and --NHC(O)NR¹⁴ R¹⁵,

C₃₋₆ cycloalkyl substituted with 0-2 R⁹,

phenyl substituted with 0-5 R⁹,

5-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁹ ; wherein the heterocyclic system is selected from 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-oxazolyl, 2-thiazolyl, 4-isoxazolyl, and 2-imidazolyl;

R⁹ is selected from methyl, ethyl, propyl, butyl, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃, --OH, methoxy, ethoxy, propoxy, butoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ;

R¹⁴ and R¹⁵ are independently selected from H, methyl, and ethyl;

R¹⁶ is selected from H, OH, methyl, ethyl, methoxy, ethoxy, and NR¹⁴ R¹⁵ ; and

R¹⁷ is selected from methyl, ethyl, methoxy, and ethoxy.

In a third embodiment, the present invention provides a novel pharmaceutical composition comprising a pharmaceutically acceptable carrier and a therapeutically effective amount of a compound of Formula (I) or (II) or pharmaceutically acceptable salt form thereof.

In a fourth embodiment, the present invention provides a novel method for treating HIV infection which comprises administering to a host in need of such treatment a therapeutically effective amount of a compound of Formula (I) or (II) or pharmaceutically acceptable salt form thereof.

In a fifth embodiment, the present invention provides a novel method of treating HIV infection which comprises administering, in combination, to a host in need thereof a therapeutically effective amount of:

(a) a compound of Formula (I) or II; and,

(b) at least one compound selected from the group consisting of HIV reverse transcriptase inhibitors and HIV protease inhibitors.

In another preferred embodiment, the reverse transcriptase inhibitor is selected from efavirenz, AZT, ddC, ddI, d4T, 3TC, delavirdine, nevirapine, Ro 18,893, trovirdine, MKC-442, HBY 097, ACT, UC-781, UC-782, RD4-2025, and MEN 10979, and the protease inhibitor is selected from saquinavir, ritonavir, indinavir, amprenavir, nelfinavir, palinavir, BMS-232623, GS3333, KNI-413, KNI-272, LG-71350, CGP-61755, PD 173606, PD 177298, PD 178390, PD 178392, U-140690, and ABT-378.

In an even more preferred embodiment, the reverse transcriptase inhibitor is selected from AZT, efavirenz, and 3TC and the protease inhibitor is selected from saquinavir, ritonavir, nelfinavir, and indinavir.

In a still further preferred ebodiment, the reverse transcriptase inhibitor is AZT.

In another still further preferred embodiment, the reverse transcriptase inhibitor is efavirenz.

In another still further preferred embodiment, the protease inhibitor is indinavir.

In a sixth embodiment, the present invention provides a pharmaceutical kit useful for the treatment of HIV infection, which comprises a therapeutically effective amount of:

(a) a compound of Formula (I) or II; and,

(b) at least one compound selected from the group consisting of HIV reverse transcriptase inhibitors and HIV protease inhibitors, in one or more sterile containers.

In a seventh embodiment, the present invention provides a novel method of inhibiting HIV present in a body fluid sample which comprises treating the body fluid sample with an effective amount of a compound of Formula (I) or II.

In a eighth embodiment, the present invention to provides a novel a kit or container comprising a compound of Formula (I) or (II) in an amount effective for use as a standard or reagent in a test or assay for determining the ability of a potential pharmaceutical to inhibit HIV reverse transcriptase, HIV growth, or both.

DEFINITIONS

As used herein, the following terms and expressions have the indicated meanings. It will be appreciated that the compounds of the present invention contain an asymmetrically substituted carbon atom, and may be isolated in optically active or racemic forms. It is well known in the art how to prepare optically active forms, such as by resolution of racemic forms or by synthesis, from optically active starting materials. All chiral, diastereomeric, racemic forms and all geometric isomeric forms of a structure are intended, unless the specific stereochemistry or isomer form is specifically indicated.

The processes of the present invention are contemplated to be practiced on at least a multigram scale, kilogram scale, multikilogram scale, or industrial scale. Multigram scale, as used herein, is preferably the scale wherein at least one starting material is present in 10 grams or more, more preferably at least 50 grams or more, even more preferably at least 100 grams or more. Multikilogram scale, as used herein, is intended to mean the scale wherein more than one kilogram of at least one starting material is used. Industrial scale as used herein is intended to mean a scale which is other than a laboratory scale and which is sufficient to supply product sufficient for either clinical tests or distribution to consumers.

The present invention is intended to include all isotopes of atoms occurring on the present compounds. Isotopes include those atoms having the same atomic number but different mass numbers. By way of general example and without limitation, isotopes of hydrogen include tritium and deuterium. Isotopes of carbon include C-13 and C-14.

As used herein, "alkyl" is intended to include both branched and straight-chain saturated aliphatic hydrocarbon groups having the specified number of carbon atoms; for example, "C₁₋₆ alkyl" denotes alkyl having 1 to 6 carbon atoms, ie. methyl, ethyl, propyl, butyl, pentyl, hexyl, and branched isomers therein. Examples of alkyls include, but are not limited to, methyl, ethyl, n-propyl, i-propyl, i-butyl, n-butyl, s-butyl, t-butyl, i-pentyl, n-pentyl, and s-pentyl. "Haloalkyl" is intended to include both branched and straight-chain saturated aliphatic hydrocarbon groups having the specified number of carbon atoms, substituted with 1 or more halogen (for example --C_(v) F_(w) where v=1 to 3 and w=1 to (2v+1)). Examples of haloalkyl include, but are not limited to, trifluoromethyl, trichloromethyl, pentafluoroethyl, pentachloroethyl, heptafluoropropyl, and heptachloropropyl. "Alkoxy" represents an alkyl group as defined above with the indicated number of carbon atoms attached through an oxygen bridge. Examples of alkoxy include, but are not limited to, methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, s-butoxy, t-butoxy, n-pentoxy, and s-pentoxy. "Cycloalkyl" is intended to include saturated ring groups, such as cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl. "Alkenyl" is intended to include hydrocarbon chains of either a straight or branched configuration and one or more unsaturated carbon-carbon bonds which may occur in any stable point along the chain, such as ethenyl, 1-methyl-ethenyl, 2-propenyl, 3-butenyl, 2-butenyl, 3-methyl-2-butenyl, and the like. "Alkynyl" is intended to include hydrocarbon chains of either a straight or branched configuration and one or more triple carbon-carbon bonds which may occur in any stable point along the chain, such as ethynyl, propynyl, 2-propynyl, butynyl, 2-butynyl, 3-butynyl, and the like.

"Halo" or "halogen" as used herein refers to fluoro, chloro, bromo and iodo. "Counterion" is used to represent a small, negatively charged species such as chloride, bromide, hydroxide, acetate, sulfate and the like.

As used herein, "aryl" or "aromatic residue" is intended to mean an aromatic moiety containing the specified number of carbon atoms, such as phenyl or naphthyl. As used herein, "carbocycle" or "carbocyclic residue" is intended to mean any stable 3- to 7-membered monocyclic or bicyclic or 7- to 14-membered bicyclic or tricyclic carbon ring, which may be saturated or partially unsaturated. Examples of such carbocyles include, but are not limited to, cyclopropyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, naphthyl, indanyl, adamantyl, or tetrahydronaphthyl (tetralin).

As used herein, the term "heterocycle" or "heterocyclic system" is intended to mean a stable 5- to 6-membered monocyclic heterocyclic ring which is saturated partially unsaturated or unsaturated (aromatic), and which consists of carbon atoms and from 1 to 3 heteroatoms independently selected from the group consisting of N, O and S. The nitrogen and sulfur heteroatoms may optionally be oxidized. The heterocyclic ring may be attached to its pendant group at any heteroatom or carbon atom which results in a stable structure. The heterocyclic rings described herein may be substituted on carbon or on a nitrogen atom if the resulting compound is stable. If specifically noted, a nitrogen in the heterocycle may optionally be quaternized. It is preferred that when the total number of S and O atoms in the heterocycle exceeds one, then these heteroatoms are not adjacent to one another. It is preferred that the total number of S and O toms in the heterocycle is not more than one.

As used herein, the term "aromatic heterocyclic system" is intended to mean a stable 5- to 6-membered monocyclic heterocyclic aromatic ring which consists of carbon atoms and from 1 to 3 heterotams independently selected from the group consisting of N, O and S. It is preferred that the total number of S and O atoms in the aromatic heterocycle is not more than one.

Examples of heterocycles include, but are not limited to, 2-pyrrolidonyl, 2H-pyrrolyl, 4-piperidonyl, 6H-1,2,5-thiadiazinyl, 2H,6H-1,5,2-dithiazinyl, furanyl, furazanyl, imidazolidinyl, imidazolinyl, imidazolyl, isoxazolyl, morpholinyl, oxadiazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,2,5-oxadiazolyl, 1,3,4-oxadiazolyl, oxazolidinyl, oxazolyl, piperazinyl, piperidinyl, pteridinyl, piperidonyl, 4-piperidonyl, pteridinyl, purinyl, pyranyl, pyrazinyl, pyrazolidinyl, pyrazolinyl, pyrazolyl, pyridazinyl, pyridinyl, pyridyl, pyrimidinyl, pyrrolidinyl, pyrrolinyl, pyrrolyl, tetrahydrofuranyl, 6H-1,2,5-thiadiazinyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,5-thiadiazolyl, 1,3,4-thiadiazolyl, thiazolyl, thienyl, thienothiazolyl, thienooxazolyl, thienoimidazolyl, thiophenyl, triazinyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1,2,5-triazolyl, and 1,3,4-triazolyl. Preferred heterocycles include, but are not limited to, pyridinyl, furanyl, thienyl, pyrrolyl, pyrazolyl, imidazolyl, and oxazolidinyl. Also included are fused ring and spiro compounds containing, for example, the above heterocycles containing oxygen.

As used herein, "HIV reverse transcriptase inhibitor" is intended to refer to both nucleoside and non-nucleoside inhibitors of HIV reverse transcriptase (RT). Examples of nucleoside RT inhibitors include, but are not limited to, AZT, ddC, ddI, d4T, and 3TC. Examples of non-nucleoside RT inhibitors include, but are no limited to, efavirenz (DuPont Merck), delavirdine (Pharmacia and Upjohn U90152S), nevirapine (Boehringer Ingelheim), Ro 18,893 (Roche), trovirdine (Lilly), MKC-442 (Triangle), HBY 097 (Hoechst), ACT (Korean Research Institute), UC-781 (Rega Institute), UC-782 (Rega Institute), RD4-2025 (Tosoh Co. Ltd.), PNU142721 (Pharmacia and Upjohn), and MEN 10979 (Menarini Farmaceutici).

As used herein, "HIV protease inhibitor" is intended to refer to compounds which inhibit HIV protease. Examples include, but are not limited, saquinavir (Roche, Ro31-8959), ritonavir (Abbott, ABT-538), indinavir (Merck, MK-639), amprenavir (Vertex/Glaxo Wellcome), nelfinavir (Agouron, AG-1343), palinavir (Boehringer Ingelheim), BMS-232623 (Bristol-Myers Squibb), GS3333 (Gilead Sciences), KNI-413 (Japan Energy), KNI-272 (Japan Energy), LG-71350 (LG Chemical), CGP-61755 (Ciba-Geigy), DMP450 (DuPont Merck), PD 173606 (Parke Davis), PD 177298 (Parke Davis), PD 178390 (Parke Davis), PD 178392 (Parke Davis), U-140690 (Pharmacia and Upjohn), and ABT-378. Additional examples include the cyclic protease inhibitors disclosed in WO93/07128, WO 94/19329, WO 94/22840, and PCT Application Number US96/03426.

As used herein, "pharmaceutically acceptable salts" refer to derivatives of the disclosed compounds wherein the parent compound is modified by making acid or base salts thereof. Examples of pharmaceutically acceptable salts include, but are not limited to, mineral or organic acid salts of basic residues such as amines; alkali or organic salts of acidic residues such as carboxylic acids; and the like. The pharmaceutically acceptable salts include the conventional non-toxic salts or the quaternary ammonium salts of the parent compound formed, for example, from non-toxic inorganic or organic acids. For example, such conventional non-toxic salts include those derived from inorganic acids such as hydrochloric, hydrobromic, sulfuric, sulfamic, phosphoric, nitric and the like; and the salts prepared from organic acids such as acetic, propionic, succinic, glycolic, stearic, lactic, malic, tartaric, citric, ascorbic, pamoic, maleic, hydroxymaleic, phenylacetic, glutamic, benzoic, salicylic, sulfanilic, 2-acetoxybenzoic, fumaric, toluenesulfonic, methanesulfonic, ethane disulfonic, oxalic, isethionic, and the like.

The pharmaceutically acceptable salts of the present invention can be synthesized from the parent compound which contains a basic or acidic moiety by conventional chemical methods. Generally, such salts can be prepared by reacting the free acid or base forms of these compounds with a stoichiometric amount of the appropriate base or acid in water or in an organic solvent, or in a mixture of the two; generally, nonaqueous media like ether, ethyl acetate, ethanol, isopropanol, or acetonitrile are preferred. Lists of suitable salts are found in Remington's Pharmaceutical Sciences, 17th ed., Mack Publishing Company, Easton, Pa., 1985, p. 1418, the disclosure of which is hereby incorporated by reference.

The phrase "pharmaceutically acceptable" is employed herein to refer to those compounds, materials, compositions, and/or dosage forms which are, within the scope of sound medical judgment, suitable for use in contact with the tissues of human beings and animals without excessive toxicity, irritation, allergic response, or other problem or complication commensurate with a reasonable benefit/risk ratio.

"Prodrugs" are intended to include any covalently bonded carriers which release the active parent drug according to Formula (I) or other formulas or compounds of the present invention in vivo when such prodrug is administered to a mammalian subject. Prodrugs of a compound of the present invention, for example Formula (I), are prepared by modifying functional groups present in the compound in such a way that the modifications are cleaved, either in routine manipulation or in vivo, to the parent compound. Prodrugs include compounds of the present invention wherein the hydroxy or amino group is bonded to any group that, when the prodrug is administered to a mammalian subject, cleaves to form a free hydroxyl or free amino, respectively. Examples of prodrugs include, but are not limited to, acetate, formate and benzoate derivatives of alcohol and amine functional groups in the compounds of the present invention, and the like.

"Stable compound" and "stable structure" are meant to indicate a compound that is sufficiently robust to survive isolation to a useful degree of purity from a reaction mixture, and formulation into an efficacious therapeutic agent. Only stable compounds are contempleted by the present invention.

"Substituted" is intended to indicate that one or more hydrogens on the atom indicated in the expression using "substituted" is replaced with a selection from the indicated group(s), provided that the indicated atom's normal valency is not exceeded, and that the substitution results in a stable compound. When a substituent is keto (i.e., ═O) group, then 2 hydrogens on the atom are replaced.

"Therapeutically effective amount" is intended to include an amount of a compound of the present invention or an amount of the combination of compounds claimed effective to inhibit HIV infection or treat the symptoms of HIV infection in a host. The combination of compounds is preferably a synergistic combination. Synergy, as described for example by Chou and Talalay, Adv. Enzyme Regul. 22:27-55 (1984), occurs when the effect (in this case, inhibition of HIV replication) of the compounds when administered in combination is greater than the additive effect of the compounds when administered alone as a single agent. In general, a synergistic effect is most clearly demonstrated at suboptimal concentrations of the compounds. Synergy can be in terms of lower cytotoxicity, increased antiviral effect, or some other beneficial effect of the combination compared with the individual components.

SYNTHESIS

The compounds of the present invention can be prepared in a number of ways well known to one skilled in the art of organic synthesis. The compounds of the present invention can be synthesized using the methods described below, together with synthetic methods known in the art of synthetic organic chemistry, or variations thereon as appreciated by those skilled in the art. Preferred methods include but are not limited to those methods described below. Each of the references cited below are hereby incorporated herein by reference. In the Schemes which follow: R¹ is shown as a CF₃ group, but could be any one of the presently described R¹ groups; G represents R³, R^(3a), R^(3b), or R^(3c) or any combination of these groups. ##STR11##

Scheme 1 illustrates a method for the preparation of 4,4-disubstituted quinolin-2-ones, 6, starting with an appropriately substituted 2-amino-trifluoromethylketone, 1. Acylation with bromoacetyl bromide followed by the treatment of the halide by benzene sulfinate provides for a ring closed compound in one step via displacement followed by ring closure. Acylation of the tertiary alcohol, 3, followed by elimination by base provides for a sulfone of formula 4. This compound can be reacted readily with organometallics to introduce the R² group. Lastly the sulfone moiety, 5, can be reductively removed, for example, by using aluminum amalgam. ##STR12##

Scheme 1a illustrates a method, analogous to Scheme 1, of making derivatives to tetrahydroquinolinone compounds of formula 6 wherein W, X, Y, and/or Z are nitrogen; for example, tetrahydronaphthyridinones, tetrahydropyrido[3,4-b]-pyridinones, tetrahydropyrido[3,2-b]-pyridinones, and tetrahydropyrido[4,3-b]-pyridinones. An appropriately substituted amino-ketone 1n can be acylated and the resulting amide cyclized in the presence of benzenesulfinate to give alcohol 3n. Dehydration with base provides the α,β-unsaturated ketone 4n which can be modified via a lithium or grignard reagent to give 5n. Sulfone reduction can be achieved with Al/Hg or other known methods of reduction to provide 6n. ##STR13##

Scheme 2 illustrates methodology for the introduction of alkyl groups, Q¹, onto the C-3 carbon of the quinolin.-2-ones. Treatment of the protected compound of formula 7 with base followed by a variety of alkylating agents, Q¹ X, provides the protected compounds, 8, which can subsequently be deprotected using acidic reaction conditions to provide compounds 9. ##STR14##

Alternatively, alkyl groups can also be introduced using an earlier intermediate in the synthetic sequence. Compound of formula 10 can be treated with base followed by an alkylating agent. The product upon treatment with aluminum amalgam for the removal of the sulfone functionality followed by deprotection provides compounds of formula 9. ##STR15##

In a manner analogous to that of Scheme 1, 4,4-disubstituted quinolin-2-ones bearing a carboalkoxy group at the C-3 position can be prepared as illustrated in Scheme 4. Treatment with methyl malonylchloride under basic conditions ensures not only acylation but ring closure as well. Acylation of the tertiary alcohol followed by elimination provided compounds of formula 15. Protection of the amide moiety followed by the addition of organometallics provides compounds of formula 17. Deprotection of the amide functionality provided compounds of formula 18. ##STR16##

Scheme 5 illustrates methodology for the introduction of oxygen bearing moiety at the C-3 position of the 4,4-disubstituted quinolin-2-ones. Treatment of an appropriately protected quinolinone with base followed by an agent such as MoOPH allows for the introduction of the hydroxyl functionality. ##STR17##

Scheme 6 illustrates methodology for the introduction of nitrogen bearing moiety at the C-3 position of the 4,4-disubstituted quinolin-2-ones. Treatment of an appropriately protected quinolinone with base followed by an agent such as tosyl azide allows for the transfer of the azide group onto the C-3 postion which can be subsequently reduced to an amine by routes such as the those represented by the Staudinger reaction. ##STR18##

Scheme 7 illustrates a method of reducing acetylenes to cis-olefins using NH₂ OSO₃ H and DIPEA. The conversion of the acetylenes to cis-olefins could also be effected by treatment with Raney Nickel and hydrazine. Trans-olefins are available by methods known to one of skill in theart for isomerization of the cis-olefins. Other methods known to reduce alkynes to alkenes could also be used. ##STR19##

Thioamides of the present invention can be formed as shown in Scheme 8 from their corresponding amides. The amide is initially converted into a halo-imine via a chlorinating agent such as POCl₃ which is then further transformed into a thioamide with NH₂ C(S)NH₂. ##STR20##

Scheme 9 describes a means of obtaining an amino-ketone used as described above. After iodination of an appropriate aniline, the trifluoromethyl group can be introduced using a strong base and ethyl trifluoroacetate. Alternatively, Scheme 9 describes a means for obtaining an amino-ketone wherein R¹ could be any one of the presently described R¹ alkyls groups in addition to trifluoromethyl, for example, pentafluoroethyl, pentachloroethyl, heptafluoropropyl, etc, by using the appropriate ethyl haloaklylacetate in the above reaction. ##STR21##

Scheme 9A describes an alternate route to ketone substituted anilines from a substituted aniline, wherein the aniline is protected, ester addition is accomplished using a strong base and the amine protecting group is subsequently removed. ##STR22##

In addition to the methods of obtaining keto-anilines described previously, nucleophilic opening of isatoic anhydrides can also be used as shown in Scheme 10. This reaction is accomplished by using an anionic nucleophile of the group R^(1a). See Mack et al, J. Heterocyclic Chem. 1987, 24, 1733-1739; Coppola et al, J. Org. Chem. 1976, 41(6), 825-831; Takimoto et al, Fukuoka Univ. Sci. Reports 1985, 15(1), 37-38; Kadin et al, Synthesis 1977, 500-501; Staiger et al, J. Org. Chem. 1959, 24, 1214-1219.

One enantiomer of a compound of Formula (I) may display superior activity compared with the other. Thus, the following stereochemistries are considered to be a part of the present invention. ##STR23## When required, separation of the racemic material can be achieved by HPLC using a chiral column as exemplified in Examples 27-34 (Scheme 4) or by a resolution using a resolving agent such as camphonic chloride as in Thomas J. Tucker, et al, J. Med. Chem. 1994, 37, 2437-2444. A chiral compound of Formula (I) may also be directly synthesized using a chiral catalyst or a chiral ligand, e.g. Mark A. Huffman, et al, J. Org. Chem. 1995, 60, 1590-1594.

Other features of the invention will become apparent in the course of the following descriptions of exemplary embodiments which are given for illustration of the invention and are not intended to be limiting thereof.

EXAMPLES

Abbreviations used in the Examples are defined as follows: "° C." for degrees Celsius, "d" for doublet, "dd" for doublet of doublets, "eq" for equivalent or equivalents, "g" for gram or grams, "mg" for milligram or milligrams, "mL" for milliliter or milliliters, "H" for hydrogen or hydrogens, "hr" for hour or hours, "m" for multiplet, "M" for molar, "min" for minute or minutes, "MHz" for megahertz, "MS" for mass spectroscopy, "nmr" or "NMR" for nuclear magnetic resonance spectroscopy, "t" for triplet, "TLC" for thin layer chromatography, "Al/Hg" for aluminum amalgam, "Ac₂ O" for acetic anhydride, "ACN" for acetonitrile, "(BOC)₂ O" for di-tert-butyl dicarbonate, "CAN" for ceric ammonium nitrate, "CDI" for carbonyl diimidazole, "cycPr" for cyclopropyl, "DIPEA" for diisopropylethylamine, "DMAP" for dimethylaminopyridine, "DME" for dimethoxyethane, "EDAC" for 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, "LAH" for lithium aluminium hydride, "LDA" for lithium diisopropylamide, "MoOPH" for oxo-diperoxy-molybdenum(pyridine)(hexamethylphosphoric triamide), "PMBCl" for 4-methoxybenzyl chloride, "SEMCl" for 2-(trimethylsilyl)-ethoxymethyl chloride, "TBAF" for tetrabutylammonium fluoride, "TBS-Cl" for t-butyldimethylsilyl chloride, and "TEA" for triethylamine.

Example 1 6-Chloro-4-(2-cyclopropylethynyl)-3,4-dihydro-4-(trifluoromethyl)-2(1H)-quinalinone ##STR24## Step A: Preparation of compound of formula 2 wherein G=Cl

To a solution of amino ketone of formula 1 (3.02 g, 13.54 mmol) in THF (55 mL) at room temperature was added potassium carbonate (4.67 g, 33.85 mmol) followed by bromoacetyl bromide (1.5 mL, 16.93 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 3 hours. The reaction mixture was poured onto water and extracted with ethyl acetate (3×100 mL). The combined ethyl acetate extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo to provide compound of formula 2 as a yellow oil. This product was used in the next step of the synthetic sequence without further purification.

Step B: Preparation of compound of formula 3 wherein G=Cl

To a solution of the bromide of formula 2 (crude product, 13.54 mmol) in DMF (55 mL) at room temperature was added sodium benzenesulfinate (4.44 g, 27.08 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 18 hours. The reaction mixture was poured onto water and extracted with ethyl acetate (3×100 mL). The combined ethyl acetate extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. The residue is triturated with hexanes (1 L) and dried in vacuo to provide 4.88 g of compound of formula 3, (5.49 g theoretical, 89%). ¹ H NMR (300 MHz, DMSO-d₆) δ 11.0(br s , 1H), 7.96(s, 1H), 7.76(d, 2H, J=8 Hz), 7.66(m, 1H), 7.51(m, 2H), 7.44(s, 1H), 7.33(m, 1H), 6.82(d, 1H, J=8 Hz), 4.47(s, 1H). ¹⁹ F NMR (282 MHz, DMSO-d₆) δ -80.99(s, 3F). High resolution mass spec: calculated for C₁₆ H₁₁ NO₄ F₃ ClS(M+H)⁺ : 405.0042, found 405.0049.

Step C: Preparation of compound of formula 4 wherein G=Cl

To a slurry of the tertiary alcohol of formula 3 (6.815 g, 16.83 mmol) in methylene chloride (100 mL) at room temperature was added 4-(dimethylamino)pyridine (4.11 g, 33.65 mmol) followed by acetic anhydride (3.5 mL, 37.03 mmol) and the resulting reaction mixture is allowed to stir at room temperature for 18 hours. The reaction mixture was poured onto water and extracted with ethyl acetate (3×100 mL). The ethyl acetate extracts were washed with saturated NaHCO₃ and dried over anhydrous Na₂ SO₄ and concentrated in vacuo. The residue is triturated with hexanes (1 L) and dried in vacuo to provide 6.06 g of compound of formula 4, (6.51 g theoretical, 93%). Anal. (C₁₆ H₉ NO₃ F₃ ClS) Calcd. C, 49.56; H, 2.349; N, 3.61; Cl, 9.14; F, 14.70; S, 8.279; Found. C, 49.26; H, 2.68; N, 3.30; Cl, 9.23; F, 14.49; S, 8.13.

Step D: Preparation of compound of formula V wherein G=Cl, R¹ =cyclopropylacetylene

To a solution of cyclopropylacetylene (153 μL, 1.16 mmol) in THF (4 mL) at 0° C. was added nBuLi (0.65 mL, 1.04 mmol) and the resulting reaction mixture was allowed to stir at 0° C. for 30 minutes. Thereafter the reaction mixture was cannulated to stirred solution of sulfone of formula 4 (100 mg, 0.26 mmol) in THF (2 mL) at -78° C. The dry ice bath is removed and the reaction mixture is stirred for an additional hour. The reaction mixture is poured onto saturated NH₄ Cl and extracted with ethyl acetate (3×25 mL) and the combined ethyl acetate extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 30% EtOAc-hexanes eluant) provided 33 mg of compound of formula 5, (117 mg theoretical, 28%). ¹ H NMR (300 MHz, CDCl₃) δ 9.2(br s, 1H), 7.9(m, 1H), 7.65(m, 1H), 7.55(m, 2H), 7.45(m, 2H), 7.25(m, 1H), 6.8(m, 1H), 4.45(s, 1H), 1.4(m, 1H), 0.9(m, 4H). High resolution mass spec: calculated for C₂₁ H₁₆ NO₃ F₃ SCl (M+H)⁺ : 454.0492; found: 454.0475.

Step E:

To a solution of sulfone of formula 5 (29 mg, 0.044 mmol) in THF:water (9:1, 2 mL) at room temperature was added Al/Hg amalagam (prepared from aluminum foil (230 mg) and HgCl₂ (1.5 g) in water (30 mL) and the resulting reaction mixture was allowed to stir at reflux for one hour. The reaction mixture was filtered through Celite and the filterate concentrated in vacuo. Chromatography (SiO₂, 30% EtOAc-hexanes eluant) provided 11 mg of the title compound, (13.8 mg theoretical, 80%). ¹ H NMR (300 MHz, CDCl₃) δ 8.95(br s, 1H), 7.65(m, 1H), 7.3(m, 1H), 6.8(m, 1H), 3.0(dd, J=17 Hz, 17Hz, 2H), 1.35(m, 1H), 0.9(m, 4H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -76.66(s, 3F). Anal. (C₁₅ H₁₁ NOF₃ Cl) Calcd. C, 57.43; H, 3.53; N, 4.475; F, 18.17; Cl, 11.30; Found. C, 57.40; H, 3.44; N, 4.34; F, 17.92; Cl, 11.36.

Example 2 6-Chloro-4-(2-cyclopropylethynyl)-3,4-dihydro-3-methoxycarbonyl-4-(trifluoromethyl)-2(1H)-quinalinone ##STR25## Step A: Preparation of compound of formula 14 wherein G=Cl and R² =methyl

To a solution of amino-ketone 1 (5.2 g, 23.32 mmol) in DMF (100 mL) at room temperature was added K₂ CO₃ (8.045 g, 58.3 mmol) followed by methyl malonylchloride (3.14 mL, 29.15 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 4 hours. The reaction mixture was poured onto water and extracted with EtOAc (3×100 mL) and the combined EtOAc extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. The residue was triturated with hexanes to provide 14.63 g compound of formula 14, (15.06 g theoretical, 96%). ¹ H NMR (300 MHz, DMSO-d₆) d 10.92(br s, 1H), 7.8(br s, 1H), 7.5(m, 1H), 7.4(m, 1H), 6.95(m, 1H), 3.58(s, 3H), 3.8(s, 1H). ¹⁹ F NMR (282 MHz, DMSO-d₆) δ -81.69(s, 3F). Anal. (C₁₂ H₉ NO₄ F₃ Cl) Calcd. C, 44.53; H, 2.80; N, 4.337; F, 17.61; Cl, 10.95; Found. C, 44.51; H, 2.99; N, 4.19; F, 17.354; Cl, 11.15.

Step B: Preparation of compound of formula 15 wherein G=Cl and R² =methyl

To a solution of of compound of formula 14 (14.58 g, 45.14 mmol), in CH₂ Cl₂ (200 mL) at room temperature was added DMAP (11.015 g, 90.28 mmol) followed by Ac₂ O (9.4 mL, 99.31 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 14 hours. The reaction mixture was poured onto 10% citric acid and extracted with CH₂ Cl₂ (3×100 mL) and the combined CH₂ Cl₂ extracts were washed with saturated NaHCO₃, dried over anhydrous Na₂ SO₄ and concentrated in vacuo to provide 13.32 g of compound of formula 15, 13.77 g, theoretical, 97%). ¹ H NMR (300 MHz, DMSO-d₆) δ 12.94(br s, 1H), 7.8(m, 1H), 7.65(m, 1H), 7.45(m, 1H), 3.83(s, 3H). ¹⁹ F NMR (282 MHz, DMSO-d₆) δ -59.15(s, 3F). Anal. (C₁₂ H₇ NO₃ F₃ Cl) Calcd. C, 47.16; H, 2.318; N, 4.58; F, 18.65; Cl, 11.60; Found. C, 47.22; H, 2.36; N, 4.57; F, 18.29; Cl, 11.85.

Step C: Preparation of compound of formula 16 wherein G=Cl and R² =methyl

To a solution of compound of formula 15 (10 mg, 0.32 mmol) in DMF (2 mL) at room temperature was added Ag₂ CO₃ (265 mg, 0.96 mmol) followed by PMBCl (57 μL, 0.42 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 14 hours. The reaction mixture was filtered through Celite and the filterate washed with water. The combined organic layers were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 10% EtOAc-hexanes eluant) provided 105 mg of compound of formula 16, (136 mg theoretical, 77%). ¹ H NMR (300 MHz, CDCl₃) δ 8.0(m, 1H), 7.85(M, 1H), 7.65(m, 1H), 7.4(d, J=9 Hz, 2H), 6.9(d, J=9 Hz, 2H), 5.5(s, 2H), 9.95(s, 3H), 3.8(s, 3H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -58.37(s, 3F).

Step D: Preparation of compound of formula 17 wherein G=Cl, R¹ =cyclopropylacetylene and R² =methyl

To a solution of cyclopropylacetylene (565 μL, 4.28 mmol) in THF (12 mL) at 0° C. was added nBuLi (2.38 mL, 3.8 mmol) and the resulting reaction mixture was allowed to stir at 0° C. for 30 minutes. Thereafter the reaction mixture was cannulated to stirred solution of sulfone of formula 16 (405 mg, 0.95 mmol) in THF (6 mL) at -78° C. The dry ice bath is removed and the reaction mixture is stirred for an additional hour. The reaction mixture is poured onto saturated NH₄ Cl and extracted with ether (3×25 mL) and the combined ether extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 15% CH₂ Cl₂ -hexanes eluant) provided 220 mg of compound of formula 17, (465 mg theoretical, 47%). ¹ H NMR (300 MHz, CDCl₃) δ 7.8(m, 1H), 7.35(m, 2H), 7.2(d, J=9 Hz, 2H), 6.85(d, J=9 Hz, 2H), 5.3(dd, J=10, 12 Hz, 2H), 3.8(s, 3H), 3.6(s, 3H), 1.35(m, 1H), 0.9(m, 2H), 0.75(m, 2H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -77.03(s, 3F). Mass spec. (-ES): 490(M-H)⁺ (80%), 370 (100%).

Step E:

To a solution of PMB protected quinolinone of formula 17 (30 mg, 0.061 mmol) in ACN:water (9:1, 1 mL) at room temperature was added CAN (167 mg, 0.3 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 30 minutes. The reaction mixture was poured onto water and extracted with EtOAc (3×25 mL) and the combined EtOAc extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 20% EtOAc-hexanes eluant) provided 20 mg of the title compound, (22 mg theoretical, 91%). ¹ H NMR (300 MHz, CDCl₃) δ 9.12(br s, 1H), 7.6(m, 1H), 7.35(m, 1H), 6.6(m, 1H), 4.0(s, 2H), 3.75(s, 3H), 1.35(m, 1H), 0.85(m, 2H), 0.75(m, 2H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -76.22(s, 3F). High resolution mass spec: calculated for C₁₆ H₁₃ NOF₃ Cl(M-H)⁺ : 370.0458, found 370.0473.

Example 3 6-Chloro-4-(2-cyclopropylethynyl)-3,4-dihydro-3-methyl-4-(trifluoromethyl)-2(1H)-quinalinone ##STR26## Step A: Preparation of compound of formula 10 wherein G=Cl

To a solution of quinolinone of formula 4 (4.12 g, 10.6 mmol) in DMF (40 mL) at room temperature was added DIPEA (3.15 mL, 18 mmol) followed by SEMCl (2.26 mL, 12.8 mmol) and the resulting reaction mixture is allowed to stir at room temperature for 14 hours. The reaction mixture was poured onto 1N HCl and extracted with ether (2×100 mL) and the combined ether extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 15% EtOAc-hexanes eluant) provided 5.47 g of compound of formula 10, (5.49 g theoretical, 83%). ¹ H NMR (300 MHz, CDCl₃) δ 8.25(m, 2H), 8.05(m, 1H), 7.75-7.55(m, 5H), 5.65(s, 2H), 3.53(t, J=8 Hz, 2H), 0.91(t, J=8 Hz, 2H), 0.01(s, 9H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -51.70(s, 3F). Mass spec. (NH₃ --CI): 518(M+H)⁺ (100%).

Step B: Preparation of compound of formula 11 wherein G=Cl, R¹ =cyclopropylacetylene

To a solution of cyclopropylacetylene (232 μL, 1.76 mmol) in THF (6 mL) at 0° C. was added nBuLi (0.98 mL, 1.56 mmol) and the resulting reaction mixture was allowed to stir at 0° C. for 30 minutes. Thereafter the reaction mixture was cannulated to stirred solution of sulfone of formula 10 (200 mg, 0.39 mmol) in THF (3 mL) at -78° C. The dry ice bath is removed and the reaction mixture is stirred for an additional hour. The reaction mixture is poured onto saturated NH₄ Cl and extracted with ether (3×25 mL) and the combined ether extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 30% EtOAc-hexanes eluant) provided 153 mg of compound of formula 11, (228 mg theoretical, 67%). ¹ H NMR (300 MHz, CDCl₃) δ 7.85(m, 2H), 7.65(m, 2H), 7.5(m, 2H), 7.35(m, 2H), 5.59(d, J=11 Hz, 1H), 4.94(d, J=11 Hz, 1H), 4.6(s, 1H), 3.75(m, 1H), 3.6(m, 1H), 1.3(m, 1H), 0.95(m, 2H), 0.85(m, 4H), 0.00(s, 9H). Mass spec. (ES-): 582(M-H)⁺ (100%).

Step C: Preparation of compound of formula 12 wherein G=Cl, R¹ =cyclopropylacetylene and R² =methyl

To a solution of sulfone-quinolinone of formula 11 (153 mg, 0.26 mmol) in DMF (1.5 mL) at room temperature was added K₂ CO₃ (180 mg, 1.3 mmol) followed by methyl iodide (40 μl, 0.65 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 14 hours. The reaction mixture is poured onto water and extracted with ether (3×50 mL) and the combined ether extracts were dried over anhydrous MgSO₄ and concentrated in vacuo. Chromatography (SiO₂, 10% EtOAc-hexanes eluant) provided 111 mg of compound of formula 12 as mixture of diastreomers, (155 mg theoretical, 72%). ¹ H NMR (300 MHz, CDCl₃) δ 8.4(m, 2H), 8.0(m, 1H), 7.9-7.4(m, 13H), 5.8(d, J=11 Hz, 1H), 5.6(d, J=11 Hz, 1H), 5.1(d, J=11 Hz, 1H), 5.0(d, J=11 Hz, 1H), 4.0-3.6(m, 6H), 2.2(m, 3H), 1.8(s, 3H), 1.6(m, 1H), 1.05-0.85(m, 13H), 0.2(s, 9H), 0.00(s, 9H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -60.95(s, 3F, 35%), -66.65 (s, 3F, 100%). Mass spec. (NH₃ --CI): 615(M+NH₄ ⁺, 100%).

Step D: Preparation of compound of formula 13 wherein G=Cl, R¹ =cyclopropylacetylene and R² =methyl

To a solution of sulfone of formula 12 (111 mg, 0.19 mmol) in THF:water (9:1, 2.5 mL) at room temperature was added Al/Hg amalagam (prepared from aluminum foil (160 mg) and HgCl₂ (1 g) in water (25 mL) and the resulting reaction mixture was allowed to stir at reflux for two hours. The reaction mixture was filtered through Celite and the filterate concentrated in vacuo. Chromatography (SiO₂, 10% EtOAc-hexanes eluant) provided 36 mg of compound of formula 13, (87 mg theoretical, 41%). ¹ H NMR (300 MHz, CDCl₃) δ 7.7(m, 1H), 7.4(m, 2H), 5.65(d, J=11 Hz, 1H), 5.0(d, J=11 Hz, 1H), 3.6 (m, 2H), 3.0(m, 1H), 1.6(m, 3H), 1.4(m, 1H), 0.95(m, 2H), 0.9(m, 2H), 0.8(m, 2H), 0.00(s, 9H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -69.53(s, 3F). Mass spec. (NH₃ --CI): 458 (M+H)⁺ (42%), 430 (100%), 328(M-SEM+H⁺, 47%).

Step E:

To a solution of SEM protected quinolinone of formula 13 (36 mg, 0.079 mmol) in CH₂ Cl₂ (1 mL) was added TFA (1 mL) and the resulting reaction mixture was allowed to stir at room temperature for 20 minutes. The reaction mixture was poured onto saturated NaHCO₃ and extracted with CH₂ Cl₂ (3×25 mL) and the combined CH₂ Cl₂ extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. The residue was taken up in MeOH (1 mL) and 15% NaOH (1 mL) was added to the reaction, and the resulting reaction mixture was allowed to stir at room temperature for 10 minutes. The reaction mixture was poured onto water and extracted with CH₂ Cl₂ (3×25 mL) and the combined CH₂ Cl₂ extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 20% EtOAc-hexanes eluant) provided 14 mg of the title compound, (26 mg theoretical, 53%). ¹ H NMR (300 MHz, CDCl₃) δ 8.65 (br s, 1H), 7.7(m, 1H), 7.3(m, 1H), 6.8(m, 1H), 3.0(m, 1H), 1.55(m, 3H), 1.4(m, 1H), 0.9(m, 2H), 0.8(m, 2H). ¹⁹ F NMR (282 MHz, DMSO-d₆) δ -69.59(s, 3F). High resolution mass spec: calculated for C₁₆ H₁₃ NOF₃ Cl(M+H)⁺ : 328.0716, found 328.0706.

Example 4 3-Allyl-6-chloro-4-(2-cyclopropylethynyl)-3,4-dihydro-4-(trifluoromethyl)-2(1H)-quinalinone ##STR27## Step A: Preparation of compound of formula 7 wherein G=Cl and R¹ =cyclopropylacetylene

To a solution of quinolinone of formula 6 (600 mg, 1.92 mmol) in ACN (6 mL) at room temperature was added DMAP (350 mg, 2.88 mmol) followed by (BOC)₂ O (1050 mg, 4.81 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 2 hours. The reaction mixture was poured onto 10% citric acid and extracted with EtOAc (2×50 mL) and the combined EtOAc extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 5 to 10% EtOAc-hexanes eluant) provided 730 mg of compound of formula 7, (792 mg theoretical, 92%). ¹ H NMR (300 MHz, CDCl₃) δ 7.7(m, 1H), 7.35(m, 1H), 6.9(m, 1H), 3.1(dd, J=17 Hz, 17 Hz, 2H), 1.6(s, 9H), 1.35(m, 1H), 0.85(m, 2H), 0.75(m, 2H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -75.91 s, 3F). High resolution mass spec: calculated for C₂₀ H₁₈ N₂ O₃ F₃ (M+H)⁺ : 412.0927; found: 412.0950.

Step B: Preparation of compound of formula 8 wherein G=Cl and R¹ =cyclopropylacetylene and R² =allyl

To a solution of the BOC protected quinolinone of formula 7 (90 mg, 0.22 mmol) in DMF 92 mL) at room temperature was added ^(t) BuOK in THF (0.33 mL, 0.33 mmol) followed by allyl iodide (40 μL, 0.44 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 24 hours. The reaction mixture was poured onto water and extracted with EtOAc (2×50 mL) and the combined EtOAc extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 10% EtOAc-hexanes eluant) provided 56 mg of compound of formula 8, (100 mg theoretical, 56%). ¹ H NMR (300 MHz, CDCl₃) δ 7.75(m, 1H), 7.3(m, 1H), 6.85(m, 1H), 5.7(m, 1H), 5.0(m, 1H), 3.2-2.7(m, 1H), 2.1(m, 1H), 1.55(s, 9H). 1.4(m, 1H), 0.85(m, 2H), 0.8(m, 2H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -75.18(s, 3F).

Step C:

To a solution of quinolinone of formula 8 (56 mg, 0.12 mmol) in CH₂ Cl₂ (2 mL) at room temperature was added TFA (2 mL) at room temperature and the resulting reaction mixture was allowed to stir at room temperature for 15 minutes. The reaction mixture was poured onto saturated NaHCO₃ and extracted with EtOAc (2×50 mL) and the combined EtOAc extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 25% EtOAc-hexanes eluant) provided 31 mg of title compound, (42 mg theoretical, 74%). ¹ H NMR (300 MHz, CDCl₃) δ 8.85(br s, 1H), 7.6(m, 1H), 7.3(m, 1H), 6.8(m, 1H), 5.75(m, 1H), 5(m, 2H), 2.95(m, 1H), 2.8(m, 1H), 2.15(m, 1H), 1.4(m, 1H), 0.9(m, 4H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -75.68(s, 3F). High resolution mass spec: calculated for C₁₈ H₁₆ NOF₃ Cl (M+H)⁺ : 354.0873; found: 354.0861.

Example 5 6-Chloro-4-(2-cyclopropylethynyl)-3,4-dihydro-3-phenylmethyl-4-(trifluoromethyl)-2(H)-quinalinone ##STR28## The title compound was prepared in a manner similar to the product of Example 4, except that in Step B benzyl bromide was used instead of allyl iodide: ¹ H NMR (300 MHz, CDCl₃) δ 9.69(br s, 1H), 7.6(m, 1H), 7.2(m, 1H), 7.15(m, 5H), 6.4(m, 1H), 3.4(m, 1H), 3.15(m, 1H), 2.65(m, 1H), 1.45(m, 1H), 0.9(m, 4H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -75.46(s, 3F). High resolution mass spec: calculated for C₂₂ H₁₆ NOF₃ Cl (M-H)⁺ :402.0872; found:402.0846. Example 6 6-Chloro-4-(2-cyclopropylethynyl)-3,4-dihydro-3-isopropyl-4-(trifluoromethyl)-2(1H)-quinalinone ##STR29## The title compound was prepared in a manner similar to the product of Example 4, except that in Step B isopropyl iodide was used instead of allyl iodide: ¹ H NMR (300 MHz, CDCl₃) δ 8.4(br s, 1H), 7.65(m, 1H), 7.25(m, 1H), 6.65(m, 1H), 2.8(m, 1H), 2.6(m, 1H), 1.4(m, 1H), 1.2(d, J=7 Hz, 3H), 0.9(m, 2H), 0.8(m, 2H), 0.6(d, J=7 Hz, 3H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -76.13(s, 3F). High resolution mass spec: calculated for C₁₈ H₁₇ NOF₃ Cl (M+H)⁺ : 356.1029; found: 356.1016. Example 7 5,6-Difluoro-4-(2-cyclopropylethynyl)-3,4-dihydro-4-(trifluoromethyl)-2(1H)-quinalinone ##STR30## The title compound was prepared in a manner similar to the product of Example 1, except that in Step A 3,4-difluoro-2-trifluoroacetylaniline was used instead of 4-chloro-2-trifluoroacetylaniline: ¹ H NMR (300 MHz, DMSO-d₆) δ 10.6(br s, 1H), 7.45(m, 1H), 6.75(m, 1H), 3.35(d, J=17 Hz, 1H), 2.8(d, J=17 Hz, 1H), 1.4(m, 1H), 0.8(m, 2H), 0.6(m, 2H). ¹⁹ F NMR (282 MHz, DMSO-d₆) δ -76.48(s, 3F), -134.81(s, 1F), -145.76(s, 1F). High resolution mass spec: calculated for C₁₅ H₁₁ NOF₅ (M-H)⁺ : 316.0739; found: 316.0760. Example 8 6-Chloro-4-(2-cyclopropylethynyl)-3,4-dihydro-3-hydroxy-4-(trifluoromethyl)-2(1H)-quinalinone ##STR31## Step A: Preparation of compound of formula 19 wherein G=Cl and R¹ =cyclopropylacetylene

To a solution of sulfone of formula 11 (123 mg, 0.21 mmol) in THF:water (9:1, 2.5 mL) at room temperature was added Al/Hg amalagam (prepared from aluminum foil (160 mg) and HgCl₂ (1 g) in water (20 mL) and the resulting reaction mixture was allowed to stir at reflux for one hour. The reaction mixture was filtered through Celite and the filterate concentrated in vacuo. Chromatography (SiO₂, 10% EtOAc-hexanes eluant) provided 72 mg of compound of formula 19, (93 mg theoretical, 77%). ¹ H NMR (300 MHz, CDCl₃) δ 7.7(m, 1H), 7.4(m, 2H), 5.6(d, J=11 Hz, 1H), 5.1(d, J=11 Hz, 1H), 3.6(m, 2H), 3.15(m, 1H), 1.4(m, 1H), 0.95(m, 2H), 0.9(m, 2H), 0.85(m, 2H), 0.01(s, 9H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -76.15(s, 3F). Mass spec. (NH₃ --CI): 444(M+H)⁺, 30%), 416 (100%).

Step B: Preparation of compound of formula 20 wherein G=Cl and R¹ =cyclopropylacetylene

To a solution of formula 19 (118 mg, 0.27 mmol) in THF (2 mL) at 0° C. was added LDA (0.2 mL, 0.4 mmol) followed by MOOPH (155 mg, 0.37 mmol) and the resulting reaction mixture was allowed to stir at room temperature (ice bath removed after the addition of reagents) for 14 hours. The reaction mixture was poured onto water and extracted with EtOAc (3×25 mL) and the combined EtOAc extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 5-20% EtOAc-hexanes eluant) provided 66 mg of compound of formula 20 as a mixture of isomers, (124 mg theoretical, 54%). ¹ H NMR (300 MHz, CDCl₃) δ 7.65(m, 1H), 7.4(m, 1H), 5.5(d, J=11 Hz, 1H), 5.25(m, J=11 Hz, 1H), 4.45(m, 1H), 3.65(m, 2H), 1.25(m, 1H), 0.95(m, 1H), 0.8(m, 2H), 0.65(m, 2H), 0.01(s, 9H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -69.64(s, 3F). High resolution mass spec: calculated for C₂₁ H₂₆ NO₃ F₃ ClSi(M+H)⁺ : 460.1323, found 460.1305.

Step C:

To a solution of SEM protected quinolinone of formula 20 (23 mg, 0.05 mmol) in CH₂ Cl₂ (2 mL) was added TFA (2 mL) and the resulting reaction mixture was allowed to stir at room temperature for 20 minutes. The reaction mixture was poured onto saturated NaHCO₃ and extracted with CH₂ Cl₂ (3×25 mL) and the combined CH₂ Cl₂ extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. The residue was taken up in MeOH (2 mL) and 15% NaOH (2 mL) was added to the reaction, and the resulting reaction mixture was allowed to stir at room temperature for 10 minutes. The reaction mixture was poured onto water and extracted with CH₂ Cl₂ (3×25 mL) and the combined CH₂ Cl₂ extracts were dried over anhydrous Na₂ SO₄ and concentrated in vacuo. Chromatography (SiO₂, 40% EtOAc-hexanes eluant) provided 5 mg of the title compound as a mixture of isomers, (16 mg theoretical, 31%). ¹ H NMR (300 MHz, CDCl₃) 68.2(br s, 1H), 7.6(m, 1H), 7.35(m, 1H), 6.6(m, 1H), 4.45 (m, 1H), 3.45 (m, 1H), 1.3 (m, 1H), 0.85 (m, 2H), 0.75 (m, 2H). ¹⁹ F NMR (282 MHz, CDCl₃) δ -70.75(s, 3F). High resolution mass spec: calculated for C₁₅ H₁₂ NO₂ F₃ Cl (M+H)⁺ : 330.0508, found 330.0495.

                  TABLE 1*                                                         ______________________________________                                          ##STR32##                                                                     Ex. #                                                                               G       R.sup.1 R.sup.2  Q.sup.1   (M + H).sup.+                          ______________________________________                                         1    6-Cl    --CF.sub.3                                                                             --C.tbd.C-cycPr                                                                         --H       314.0559                               2    6-Cl    --CF.sub.3                                                                             --C.tbd.C-cycPr                                                                         --COOCH.sub.3                                                                            370.0473                               3    6-Cl    --CF.sub.3                                                                             --C.tbd.C-cycPr                                                                         --CH.sub.3                                                                               328.0706                               4    6-Cl    --CF.sub.3                                                                             --C.tbd.C-cycPr                                                                         --CH.sub.2 CH═CH.sub.2                                                               354.0861                               5    6-Cl    --CF.sub.3                                                                             --C.tbd.C-cycPr                                                                         --CH.sub.2 Ph                                                                            402.0846                               6    6-Cl    --CF.sub.3                                                                             --C.tbd.C-cycPr                                                                         --CH(CH.sub.3)                                                                           356.1016                               7    5,6-diF --CF.sub.3                                                                             --C.tbd.C-cycPr                                                                         --H       316.0739                               8    6-Cl    --CF.sub.3                                                                             --C.tbd.C-cycPr                                                                         --OH      330.0495                               ______________________________________                                          *Unless otherwise indicated, stereochemisty is (+/-).                    

Tables 2 and 3 show representative compounds envisaged by the scope of the present invention. Each formula shown at the start of Table 2 and Table 3 is intended to be paired with each entry in the table which follows. Unless otherwise noted, the compounds represented in Table 2 and Table 3 have stereochemistry (+/-) and, in R², all double bonds are trans.

                  TABLE 2                                                          ______________________________________                                          ##STR33##                                                                      ##STR34##                                                                      ##STR35##                                                                      ##STR36##                                                                      ##STR37##                                                                      ##STR38##                                                                      ##STR39##                                                                      ##STR40##                                                                      ##STR41##                                                                      ##STR42##                                                                     Ex. #  G          R.sup.1    R.sup.2                                           ______________________________________                                         1001   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1002   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1003   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1004   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1005   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1006   5-Cl       CF.sub.3   CH.sub.2 -cycPr                                   1007   5-Cl       CF.sub.3   CH.sub.2 --Ph                                     1008   5-Cl       CF.sub.3   CH.sub.2 -2-Pyridyl                               1009   5-Cl       CF.sub.3   CH.sub.2 -3-Pyridyl                               1010   5-Cl       CF.sub.3   CH.sub.2 -4-Pyridyl                               1011   5-Cl       CF.sub.3   CH.sub.2 -2-furanyl                               1012   5-Cl       CF.sub.3   CH.sub.2 -3-furanyl                               1013   5-Cl       CF.sub.3   CH.sub.2 -2-thienyl                               1014   5-Cl       CF.sub.3   CH.sub.2 -3-thienyl                               1015   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1016   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1017   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1018   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1019   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1020   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1021   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1022   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1023   5-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1024   5-Cl       CF.sub.3   C.tbd.C--Et                                       1025   5-Cl       CF.sub.3   C.tbd.C-iPr                                       1026   5-Cl       CF.sub.3   C.tbd.C-cycPr                                     1027   5-Cl       CF.sub.3   C.tbd.C-1-(Me)cycPr                               1028   5-Cl       CF.sub.3   C.tbd.C-2-pyridyl                                 1029   5-Cl       CF.sub.3   C.tbd.C-3-pyridyl                                 1030   5-Cl       CF.sub.3   C.tbd.C-4-pyridyl                                 1031   5-Cl       CF.sub.3   C.tbd.C-2-furanyl                                 1032   5-Cl       CF.sub.3   C.tbd.C-3-furanyl                                 1033   5-Cl       CF.sub.3   C.tbd.C-2-thienyl                                 1034   5-Cl       CF.sub.3   C.tbd.C-3-thienyl                                 1035   5-Cl       CF.sub.3   CH═CH--Et                                     1036   5-Cl       CF.sub.3   CH═CH-iPr                                     1037   5-Cl       CF.sub.3   CH═CH-cycPr                                   1038   5-Cl       CF.sub.3   CH═CH-1-(Me)cycPr                             1039   5-Cl       CF.sub.3   CH═CH-2-pyridyl                               1040   5-Cl       CF.sub.3   CH═CH-3-pyridyl                               1041   5-Cl       CF.sub.3   CH═CH-4-pyridyl                               1042   5-Cl       CF.sub.3   CH═CH-2-furanyl                               1043   5-Cl       CF.sub.3   CH═CH-3-furanyl                               1044   5-Cl       CF.sub.3   CH═CH-2-thienyl                               1045   5-Cl       CF.sub.3   CH═CH-3-thienyl                               1046   5-Cl       CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1047   5-Cl       CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1048   5-Cl       CF.sub.3   CH.sub.2 CH═CH-cycPr                          1049   5-Cl       CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1050   5-Cl       CF.sub.3   CH═CHCH.sub.2 -cycPr                          1051   5-Cl       CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1052   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1053   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1054   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1055   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1056   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1057   6-Cl       CF.sub.3   CH.sub.2 -cycPr                                   1058   6-Cl       CF.sub.3   CH.sub.2 --Ph                                     1059   6-Cl       CF.sub.3   CH.sub.2 -2-Pyridyl                               1060   6-Cl       CF.sub.3   CH.sub.2 -3-Pyridyl                               1061   6-Cl       CF.sub.3   CH.sub.2 -4-Pyridyl                               1062   6-Cl       CF.sub.3   CH.sub.2 -2-furanyl                               1063   6-Cl       CF.sub.3   CH.sub.2 -3-furanyl                               1064   6-Cl       CF.sub.3   CH.sub.2 -2-thienyl                               1065   6-Cl       CF.sub.3   CH.sub.2 -3-thienyl                               1066   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1067   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1068   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1069   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1070   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1071   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1072   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1073   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1074   6-Cl       CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1075   6-Cl       CF.sub.3   C.tbd.C--Et                                       1076   6-Cl       CF.sub.3   C.tbd.C-iPr                                       1077   6-Cl       CF.sub.3   C.tbd.C-cycPr                                     1078   6-Cl       CF.sub.3   C.tbd.C-1-(Me)cycPr                               1079   6-Cl       CF.sub.3   C.tbd.C-2-pyridyl                                 1080   6-Cl       CF.sub.3   C.tbd.C-3-pyridyl                                 1081   6-Cl       CF.sub.3   C.tbd.C-4-pyridyl                                 1082   6-Cl       CF.sub.3   C.tbd.C-2-furanyl                                 1083   6-Cl       CF.sub.3   C.tbd.C-3-furanyl                                 1084   6-Cl       CF.sub.3   C.tbd.C-2-thienyl                                 1085   6-Cl       CF.sub.3   C.tbd.C-3-thienyl                                 1086   6-Cl       CF.sub.3   CH═CH--Et                                     1087   6-Cl       CF.sub.3   CH═CH-iPr                                     1088   6-Cl       CF.sub.3   CH═CH-cycPr                                   1089   6-Cl       CF.sub.3   CH═CH-1-(Me)cycPr                             1090   6-Cl       CF.sub.3   CH═CH-2-pyridyl                               1091   6-Cl       CF.sub.3   CH═CH-3-pyridyl                               1092   6-Cl       CF.sub.3   CH═CH-4-pyridyl                               1093   6-Cl       CF.sub.3   CH═CH-2-furanyl                               1094   6-Cl       CF.sub.3   CH═CH-3-furanyl                               1095   6-Cl       CF.sub.3   CH═CH-2-thienyl                               1096   6-Cl       CF.sub.3   CH═CH-3-thienyl                               1097   6-Cl       CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1098   6-Cl       CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1099   6-Cl       CF.sub.3   CH.sub.2 CH═CH-cycPr                          1100   6-Cl       CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1101   6-Cl       CF.sub.3   CH═CHCH.sub.2 -cycPr                          1102   6-Cl       CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1103   5-F        CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1104   5-F        CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1105   5-F        CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1106   5-F        CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1107   5-F        CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1108   5-F        CF.sub.3   CH.sub.2 -cycPr                                   1109   5-F        CF.sub.3   CH.sub.2 --Ph                                     1110   5-F        CF.sub.3   CH.sub.2 -2-Pyridyl                               1111   5-F        CF.sub.3   CH.sub.2 -3-Pyridyl                               1112   5-F        CF.sub.3   CH.sub.2 -4-Pyridyl                               1113   5-F        CF.sub.3   CH.sub.2 -2-furanyl                               1114   5-F        CF.sub.3   CH.sub.2 -3-furanyl                               1115   5-F        CF.sub.3   CH.sub.2 -2-thienyl                               1116   5-F        CF.sub.3   CH.sub.2 -3-thienyl                               1117   5-F        CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1118   5-F        CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1119   5-F        CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1120   5-F        CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1121   5-F        CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1122   5-F        CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1123   5-F        CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1124   5-F        CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1125   5-F        CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1126   5-F        CF.sub.3   C.tbd.C--Et                                       1127   5-F        CF.sub.3   C.tbd.C-iPr                                       1128   5-F        CF.sub.3   C.tbd.C-cycPr                                     1129   5-F        CF.sub.3   C.tbd.C-1-(Me)cycPr                               1130   5-F        CF.sub.3   C.tbd.C-2-pyridyl                                 1131   5-F        CF.sub.3   C.tbd.C-3-pyridyl                                 1132   5-F        CF.sub.3   C.tbd.C-4-pyridyl                                 1133   5-F        CF.sub.3   C.tbd.C-2-furanyl                                 1134   5-F        CF.sub.3   C.tbd.C-3-furanyl                                 1135   5-F        CF.sub.3   C.tbd.C-2-thienyl                                 1136   5-F        CF.sub.3   C.tbd.C-3-thienyl                                 1137   5-F        CF.sub.3   CH═CH--Et                                     1138   5-F        CF.sub.3   CH═CH-iPr                                     1139   5-F        CF.sub.3   CH═CH-cycPr                                   1140   5-F        CF.sub.3   CH═CH-1-(Me)cycPr                             1141   5-F        CF.sub.3   CH═CH-2-pyridyl                               1142   5-F        CF.sub.3   CH═CH-3-pyridyl                               1143   5-F        CF.sub.3   CH═CH-4-pyridyl                               1144   5-F        CF.sub.3   CH═CH-2-furanyl                               1145   5-F        CF.sub.3   CH═CH-3-furanyl                               1146   5-F        CF.sub.3   CH═CH-2-thienyl                               1147   5-F        CF.sub.3   CH═CH-3-thienyl                               1148   5-F        CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1149   5-F        CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1150   5-F        CF.sub.3   CH.sub.2 CH═CH-cycPr                          1151   5-F        CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1152   5-F        CF.sub.3   CH═CHCH.sub.2 -cycPr                          1153   5-F        CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1154   6-F        CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1155   6-F        CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1156   6-F        CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1157   6-F        CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1158   6-F        CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1159   6-F        CF.sub.3   CH.sub.2 -cycPr                                   1160   6-F        CF.sub.3   CH.sub.2 --Ph                                     1161   6-F        CF.sub.3   CH.sub.2 -2-Pyridyl                               1162   6-F        CF.sub.3   CH.sub.2 -3-Pyridyl                               1163   6-F        CF.sub.3   CH.sub.2 -4-Pyridyl                               1164   6-F        CF.sub.3   CH.sub.2 -2-furanyl                               1165   6-F        CF.sub.3   CH.sub.2 -3-furanyl                               1166   6-F        CF.sub.3   CH.sub.2 -2-thienyl                               1167   6-F        CF.sub.3   CH.sub.2 -3-thienyl                               1168   6-F        CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1169   6-F        CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1170   6-F        CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1171   6-F        CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1172   6-F        CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1173   6-F        CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1174   6-F        CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1175   6-F        CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1176   6-F        CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1177   6-F        CF.sub.3   C.tbd.C--Et                                       1178   6-F        CF.sub.3   C.tbd.C-iPr                                       1179   6-F        CF.sub.3   C.tbd.C-cycPr                                     1180   6-F        CF.sub.3   C.tbd.C-1-(Me)cycPr                               1181   6-F        CF.sub.3   C.tbd.C-2-pyridyl                                 1182   6-F        CF.sub.3   C.tbd.C-3-pyridyl                                 1183   6-F        CF.sub.3   C.tbd.C-4-pyridyl                                 1184   6-F        CF.sub.3   C.tbd.C-2-furanyl                                 1185   6-F        CF.sub.3   C.tbd.C-3-furanyl                                 1186   6-F        CF.sub.3   C.tbd.C-2-thienyl                                 1187   6-F        CF.sub.3   C.tbd.C-3-thienyl                                 1188   6-F        CF.sub.3   CH═CH--Et                                     1189   6-F        CF.sub.3   CH═CH-iPr                                     1190   6-F        CF.sub.3   CH═CH-cycPr                                   1191   6-F        CF.sub.3   CH═CH-1-(Me)cycPr                             1192   6-F        CF.sub.3   CH═CH-2-pyridyl                               1193   6-F        CF.sub.3   CH═CH-3-pyridyl                               1194   6-F        CF.sub.3   CH═CH-4-pyridyl                               1195   6-F        CF.sub.3   CH═CH-2-furanyl                               1196   6-F        CF.sub.3   CH═CH-3-furanyl                               1197   6-F        CF.sub.3   CH═CH-2-thienyl                               1198   6-F        CF.sub.3   CH═CH-3-thienyl                               1199   6-F        CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1200   6-F        CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1201   6-F        CF.sub.3   CH.sub.2 CH═CH-cycPr                          1202   6-F        CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1203   6-F        CF.sub.3   CH═CHCH.sub.2 -cycPr                          1204   6-F        CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1205   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1206   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1207   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1208   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1209   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1210   5,6-diCl   CF.sub.3   CH.sub.2 -cycPr                                   1211   5,6-diCl   CF.sub.3   CH.sub.2 --Ph                                     1212   5,6-diCl   CF.sub.3   CH.sub.2 -2-Pyridyl                               1213   5,6-diCl   CF.sub.3   CH.sub.2 -3-Pyridyl                               1214   5,6-diCl   CF.sub.3   CH.sub.2 -4-Pyridyl                               1215   5,6-diCl   CF.sub.3   CH.sub.2 -2-furanyl                               1216   5,6-diCl   CF.sub.3   CH.sub.2 -3-furanyl                               1217   5,6-diCl   CF.sub.3   CH.sub.2 -2-thienyl                               1218   5,6-diCl   CF.sub.3   CH.sub.2 -3-thienyl                               1219   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1220   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1221   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1222   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1223   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1224   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1225   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1226   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1227   5,6-diCl   CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1228   5,6-diCl   CF.sub.3   C.tbd.C--Et                                       1229   5,6-diCl   CF.sub.3   C.tbd.C-iPr                                       1230   5,6-diCl   CF.sub.3   C.tbd.C-cycPr                                     1231   5,6-diCl   CF.sub.3   C.tbd.C-1-(Me)cycPr                               1232   5,6-diCl   CF.sub.3   C.tbd.C-2-pyridyl                                 1233   5,6-diCl   CF.sub.3   C.tbd.C-3-pyridyl                                 1234   5,6-diCl   CF.sub.3   C.tbd.C-4-pyridyl                                 1235   5,6-diCl   CF.sub.3   C.tbd.C-2-furanyl                                 1236   5,6-diCl   CF.sub.3   C.tbd.C-3-furanyl                                 1237   5,6-diCl   CF.sub.3   C.tbd.C-2-thienyl                                 1238   5,6-diCl   CF.sub.3   C.tbd.C-3-thienyl                                 1239   5,6-diCl   CF.sub.3   CH═CH--Et                                     1240   5,6-diCl   CF.sub.3   CH═CH-iPr                                     1241   5,6-diCl   CF.sub.3   CH═CH-cycPr                                   1242   5,6-diCl   CF.sub.3   CH═CH-1-(Me)cycPr                             1243   5,6-diCl   CF.sub.3   CH═CH-2-pyridyl                               1244   5,6-diCl   CF.sub.3   CH═CH-3-pyridyl                               1245   5,6-diCl   CF.sub.3   CH═CH-4-pyridyl                               1246   5,6-diCl   CF.sub.3   CH═CH-2-furanyl                               1247   5,6-diCl   CF.sub.3   CH═CH-3-furanyl                               1248   5,6-diCl   CF.sub.3   CH═CH-2-thienyl                               1249   5,6-diCl   CF.sub.3   CH═CH-3-thienyl                               1250   5,6-diCl   CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1251   5,6-diCl   CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1252   5,6-diCl   CF.sub.3   CH.sub.2 CH═CH-cycPr                          1253   5,6-diCl   CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1254   5,6-diCl   CF.sub.3   CH═CHCH.sub.2 -cycPr                          1255   5,6-diCl   CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1256   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1257   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1258   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1259   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1260   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1261   5,6-diF    CF.sub.3   CH.sub.2 -cycPr                                   1262   5,6-diF    CF.sub.3   CH.sub.2 --Ph                                     1263   5,6-diF    CF.sub.3   CH.sub.2 -2-Pyridyl                               1264   5,6-diF    CF.sub.3   CH.sub.2 -3-Pyridyl                               1265   5,6-diF    CF.sub.3   CH.sub.2 -4-Pyridyl                               1266   5,6-diF    CF.sub.3   CH.sub.2 -2-furanyl                               1267   5,6-diF    CF.sub.3   CH.sub.2 -3-furanyl                               1268   5,6-diF    CF.sub.3   CH.sub.2 -2-thienyl                               1269   5,6-diF    CF.sub.3   CH.sub.2 -3-thienyl                               1270   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1271   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1272   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1273   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1274   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1275   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1276   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1277   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1278   5,6-diF    CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1279   5,6-diF    CF.sub.3   C.tbd.C--Et                                       1280   5,6-diF    CF.sub.3   C.tbd.C-iPr                                       1281   5,6-diF    CF.sub.3   C.tbd.C-cycPr                                     1282   5,6-diF    CF.sub.3   C.tbd.C-1-(Me)cycPr                               1283   5,6-diF    CF.sub.3   C.tbd.C-2-pyridyl                                 1284   5,6-diF    CF.sub.3   C.tbd.C-3-pyridyl                                 1285   5,6-diF    CF.sub.3   C.tbd.C-4-pyridyl                                 1286   5,6-diF    CF.sub.3   C.tbd.C-2-furanyl                                 1287   5,6-diF    CF.sub.3   C.tbd.C-3-furanyl                                 1288   5,6-diF    CF.sub.3   C.tbd.C-2-thienyl                                 1289   5,6-diF    CF.sub.3   C.tbd.C-3-thienyl                                 1290   5,6-diF    CF.sub.3   CH═CH--Et                                     1291   5,6-diF    CF.sub.3   CH═CH-iPr                                     1292   5,6-diF    CF.sub.3   CH═CH-cycPr                                   1293   5,6-diF    CF.sub.3   CH═CH-1-(Me)cycPr                             1294   5,6-diF    CF.sub.3   CH═CH-2-pyridyl                               1295   5,6-diF    CF.sub.3   CH═CH-3-pyridyl                               1296   5,6-diF    CF.sub.3   CH═CH-4-pyridyl                               1297   5,6-diF    CF.sub.3   CH═CH-2-furanyl                               1298   5,6-diF    CF.sub.3   CH═CH-3-furanyl                               1299   5,6-diF    CF.sub.3   CH═CH-2-thienyl                               1300   5,6-diF    CF.sub.3   CH═CH-3-thienyl                               1301   5,6-diF    CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1302   5,6-diF    CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1303   5,6-diF    CF.sub.3   CH.sub.2 CH═CH-cycPr                          1304   5,6-diF    CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1305   5,6-diF    CF.sub.3   CH═CHCH.sub.2 -cycPr                          1306   5,6-diF    CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1307   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1308   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1309   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1310   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1311   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1312   5-Cl, 6-F  CF.sub.3   CH.sub.2 -cycPr                                   1313   5-Cl, 6-F  CF.sub.3   CH.sub.2 --Ph                                     1314   5-Cl, 6-F  CF.sub.3   CH.sub.2 -2-Pyridyl                               1315   5-Cl, 6-F  CF.sub.3   CH.sub.2 -3-Pyridyl                               1316   5-Cl, 6-F  CF.sub.3   CH.sub.2 -4-Pyridyl                               1317   5-Cl, 6-F  CF.sub.3   CH.sub.2 -2-furanyl                               1318   5-Cl, 6-F  CF.sub.3   CH.sub.2 -3-furanyl                               1319   5-Cl, 6-F  CF.sub.3   CH.sub.2 -2-thienyl                               1320   5-Cl, 6-F  CF.sub.3   CH.sub.2 -3-thienyl                               1321   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1322   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1323   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1324   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1325   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1326   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1327   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1328   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1329   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1330   5-Cl, 6-F  CF.sub.3   C.tbd.C--Et                                       1331   5-Cl, 6-F  CF.sub.3   C.tbd.C-iPr                                       1332   5-Cl, 6-F  CF.sub.3   C.tbd.C-cycPr                                     1333   5-Cl, 6-F  CF.sub.3   C.tbd.C-1-(Me)cycPr                               1334   5-Cl, 6-F  CF.sub.3   C.tbd.C-2-pyridyl                                 1335   5-Cl, 6-F  CF.sub.3   C.tbd.C-3-pyridyl                                 1336   5-Cl, 6-F  CF.sub.3   C.tbd.C-4-pyridyl                                 1337   5-Cl, 6-F  CF.sub.3   C.tbd.C-2-furanyl                                 1338   5-Cl, 6-F  CF.sub.3   C.tbd.C-3-furanyl                                 1339   5-Cl, 6-F  CF.sub.3   C.tbd.C-2-thienyl                                 1340   5-Cl, 6-F  CF.sub.3   C.tbd.C-3-thienyl                                 1341   5-Cl, 6-F  CF.sub.3   CH═CH--Et                                     1342   5-Cl, 6-F  CF.sub.3   CH═CH-iPr                                     1343   5-Cl, 6-F  CF.sub.3   CH═CH-cycPr                                   1344   5-Cl, 6-F  CF.sub.3   CH═CH-1-(Me)cycPr                             1345   5-Cl, 6-F  CF.sub.3   CH═CH-2-pyridyl                               1346   5-Cl, 6-F  CF.sub.3   CH═CH-3-pyridyl                               1347   5-Cl, 6-F  CF.sub.3   CH═CH-4-pyridyl                               1348   5-Cl, 6-F  CF.sub.3   CH═CH-2-furanyl                               1349   5-Cl, 6-F  CF.sub.3   CH═CH-3-furanyl                               1350   5-Cl, 6-F  CF.sub.3   CH═CH-2-thienyl                               1351   5-Cl, 6-F  CF.sub.3   CH═CH-3-thienyl                               1352   5-Cl, 6-F  CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1353   5-Cl, 6-F  CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1354   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH═CH-cycPr                          1355   5-Cl, 6-F  CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1356   5-Cl, 6-F  CF.sub.3   CH═CHCH.sub.2 -cycPr                          1357   5-Cl, 6-F  CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1358   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1359   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1360   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1361   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1362   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1363   5-F, 6-Cl  CF.sub.3   CH.sub.2 -cycPr                                   1364   5-F, 6-Cl  CF.sub.3   CH.sub.2 --Ph                                     1365   5-F, 6-Cl  CF.sub.3   CH.sub.2 -2-Pyridyl                               1366   5-F, 6-Cl  CF.sub.3   CH.sub.2 -3-Pyridyl                               1367   5-F, 6-Cl  CF.sub.3   CH.sub.2 -4-Pyridyl                               1368   5-F, 6-Cl  CF.sub.3   CH.sub.2 -2-furanyl                               1369   5-F, 6-Cl  CF.sub.3   CH.sub.2 -3-furanyl                               1370   5-F, 6-Cl  CF.sub.3   CH.sub.2 -2-thienyl                               1371   5-F, 6-Cl  CF.sub.3   CH.sub.2 -3-thienyl                               1372   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1373   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1374   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1375   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1376   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1377   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1378   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1379   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1380   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1381   5-F, 6-Cl  CF.sub.3   C.tbd.C--Et                                       1382   5-F, 6-Cl  CF.sub.3   C.tbd.C-iPr                                       1383   5-F, 6-Cl  CF.sub.3   C.tbd.C-cycPr                                     1384   5-F, 6-Cl  CF.sub.3   C.tbd.C-1-(Me)cycPr                               1385   5-F, 6-Cl  CF.sub.3   C.tbd.C-2-pyridyl                                 1386   5-F, 6-Cl  CF.sub.3   C.tbd.C-3-pyridyl                                 1387   5-F, 6-Cl  CF.sub.3   C.tbd.C-4-pyridyl                                 1388   5-F, 6-Cl  CF.sub.3   C.tbd.C-2-furanyl                                 1389   5-F, 6-Cl  CF.sub.3   C.tbd.C-3-furanyl                                 1390   5-F, 6-Cl  CF.sub.3   C.tbd.C-2-thienyl                                 1391   5-F, 6-Cl  CF.sub.3   C.tbd.C-3-thienyl                                 1392   5-F, 6-Cl  CF.sub.3   CH═CH--Et                                     1393   5-F, 6-Cl  CF.sub.3   CH═CH-iPr                                     1394   5-F, 6-Cl  CF.sub.3   CH═CH-cycPr                                   1395   5-F, 6-Cl  CF.sub.3   CH═CH-1-(Me)cycPr                             1396   5-F, 6-Cl  CF.sub.3   CH═CH-2-pyridyl                               1397   5-F, 6-Cl  CF.sub.3   CH═CH-3-pyridyl                               1398   5-F, 6-Cl  CF.sub.3   CH═CH-4-pyridyl                               1399   5-F, 6-Cl  CF.sub.3   CH═CH-2-furanyl                               1400   5-F, 6-Cl  CF.sub.3   CH═CH-3-furanyl                               1401   5-F, 6-Cl  CF.sub.3   CH═CH-2-thienyl                               1402   5-F, 6-Cl  CF.sub.3   CH═CH-3-thienyl                               1403   5-F, 6-Cl  CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1404   5-F, 6-Cl  CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1405   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH═CH-cycPr                          1406   5-F, 6-Cl  CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1407   5-F, 6-Cl  CF.sub.3   CH═CHCH.sub.2 -cycPr                          1408   5-F, 6-Cl  CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1409   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1410   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1411   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1412   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1413   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1414   6-CH.sub.3 CF.sub.3   CH.sub.2 -cycPr                                   1415   6-CH.sub.3 CF.sub.3   CH.sub.2 --Ph                                     1416   6-CH.sub.3 CF.sub.3   CH.sub.2 -2-Pyridyl                               1417   6-CH.sub.3 CF.sub.3   CH.sub.2 -3-Pyridyl                               1418   6-CH.sub.3 CF.sub.3   CH.sub.2 -4-Pyridyl                               1419   6-CH.sub.3 CF.sub.3   CH.sub.2 -2-furanyl                               1420   6-CH.sub.3 CF.sub.3   CH.sub.2 -3-furanyl                               1421   6-CH.sub.3 CF.sub.3   CH.sub.2 -2-thienyl                               1422   6-CH.sub.3 CF.sub.3   CH.sub.2 -3-thienyl                               1423   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1424   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1425   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1426   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1427   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1428   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1429   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1430   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1431   6-CH.sub.3 CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1432   6-CH.sub.3 CF.sub.3   C.tbd.C--Et                                       1433   6-CH.sub.3 CF.sub.3   C.tbd.C-iPr                                       1434   6-CH.sub.3 CF.sub.3   C.tbd.C-cycPr                                     1435   6-CH.sub.3 CF.sub.3   C.tbd.C-1-(Me)cycPr                               1436   6-CH.sub.3 CF.sub.3   C.tbd.C-2-pyridyl                                 1437   6-CH.sub.3 CF.sub.3   C.tbd.C-3-pyridyl                                 1438   6-CH.sub.3 CF.sub.3   C.tbd.C-4-pyridyl                                 1439   6-CH.sub.3 CF.sub.3   C.tbd.C-2-furanyl                                 1440   6-CH.sub.3 CF.sub.3   C.tbd.C-3-furanyl                                 1441   6-CH.sub.3 CF.sub.3   C.tbd.C-2-thienyl                                 1442   6-CH.sub.3 CF.sub.3   C.tbd.C-3-thienyl                                 1443   6-CH.sub.3 CF.sub.3   CH═CH--Et                                     1444   6-CH.sub.3 CF.sub.3   CH═CH-iPr                                     1445   6-CH.sub.3 CF.sub.3   CH═CH-cycPr                                   1446   6-CH.sub.3 CF.sub.3   CH═CH-1-(Me)cycPr                             1447   6-CH.sub.3 CF.sub.3   CH═CH-2-pyridyl                               1448   6-CH.sub.3 CF.sub.3   CH═CH-3-pyridyl                               1449   6-CH.sub.3 CF.sub.3   CH═CH-4-pyridyl                               1450   6-CH.sub.3 CF.sub.3   CH═CH-2-furanyl                               1451   6-CH.sub.3 CF.sub.3   CH═CH-3-furanyl                               1452   6-CH.sub.3 CF.sub.3   CH═CH-2-thienyl                               1453   6-CH.sub.3 CF.sub.3   CH═CH-3-thienyl                               1454   6-CH.sub.3 CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1455   6-CH.sub.3 CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1456   6-CH.sub.3 CF.sub.3   CH.sub.2 CH═CH-cycPr                          1457   6-CH.sub.3 CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1458   6-CH.sub.3 CF.sub.3   CH═CHCH.sub.2 -cycPr                          1459   6-CH.sub.3 CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1460   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1461   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1462   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1463   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1464   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1465   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 -cycPr                                   1466   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 --Ph                                     1467   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 -2-Pyridyl                               1478   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 -3-Pyridyl                               1479   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 -4-Pyridyl                               1470   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 -2-furanyl                               1471   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 -3-furanyl                               1472   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 -2-thienyl                               1473   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 -3-thienyl                               1474   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1475   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1476   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1477   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1488   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1489   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1480   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1481   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1482   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1483   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C--Et                                       1484   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-iPr                                       1485   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-cycPr                                     1486   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-1-(Me)cycPr                               1487   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-2-pyridyl                                 1488   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-3-pyridyl                                 1489   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-4-pyridyl                                 1490   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-2-furanyl                                 1491   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-3-furanyl                                 1492   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-2-thienyl                                 1493   6-OCH.sub.3                                                                               CF.sub.3   C.tbd.C-3-thienyl                                 1494   6-OCH.sub.3                                                                               CF.sub.3   CH═CH--Et                                     1495   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-iPr                                     1496   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-cycPr                                   1497   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-1-(Me)cycPr                             1498   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-2-pyridyl                               1499   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-3-pyridyl                               1500   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-4-pyridyl                               1501   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-2-furanyl                               1502   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-3-furanyl                               1503   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-2-thienyl                               1504   6-OCH.sub.3                                                                               CF.sub.3   CH═CH-3-thienyl                               1505   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1506   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1507   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH═CH-cycPr                          1508   6-OCH.sub.3                                                                               CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1509   6-OCH.sub.3                                                                               CF.sub.3   CH═CHCH.sub.2 -cycPr                          1510   6-OCH.sub.3                                                                               CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1511   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.3                        1512   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1513   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1514   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1515   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 -tBu                            1516   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 -cycPr                                   1517   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 --Ph                                     1518   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 -2-Pyridyl                               1519   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 -3-Pyridyl                               1520   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 -4-Pyridyl                               1521   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 -2-furanyl                               1522   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 -3-furanyl                               1523   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 -2-thienyl                               1524   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 -3-thienyl                               1525   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 -cycPr                          1526   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 --Ph                            1527   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 -2-Pyridyl                      1528   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 -3-Pyridyl                      1529   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 -4-Pyridyl                      1530   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 -2-furanyl                      1531   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 -3-furanyl                      1532   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 -2-thienyl                      1533   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH.sub.2 -3-thienyl                      1534   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C--Et                                       1535   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-iPr                                       1536   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-cycPr                                     1537   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-1-(Me)cycPr                               1538   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-2-pyridyl                                 1539   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-3-pyridyl                                 1540   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-4-pyridyl                                 1541   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-2-furanyl                                 1542   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-3-furanyl                                 1543   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-2-thienyl                                 1544   5,6-OCH.sub.2 O--                                                                         CF.sub.3   C.tbd.C-3-thienyl                                 1545   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH--Et                                     1546   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-iPr                                     1547   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-cycPr                                   1548   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-1-(Me)cycPr                             1549   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-2-pyridyl                               1550   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-3-pyridyl                               1551   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-4-pyridyl                               1552   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-2-furanyl                               1553   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-3-furanyl                               1554   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-2-thienyl                               1555   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CH-3-thienyl                               1556   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 --C.tbd.C-cycPr                          1557   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 --C.tbd.C-2-furanyl                      1558   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH═CH-cycPr                          1559   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH.sub.2 CH═CH-2-furanyl                      1560   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CHCH.sub.2 -cycPr                          1561   5,6-OCH.sub.2 O--                                                                         CF.sub.3   CH═CHCH.sub.2 -2-furanyl                      1601   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        1602   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1603   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1604   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1605   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            1606   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   1607   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     1608   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               1609   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               1610   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               1611   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               1612   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               1613   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               1614   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               1615   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          1616   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            1617   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      1618   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      1619   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      1620   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      1621   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      1622   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      1623   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      1624   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       1625   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       1626   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     1627   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               1628   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 1629   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 1630   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 1631   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 1632   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 1633   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 1634   5-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 1635   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     1636   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     1637   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   1638   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             1639   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               1640   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               1641   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               1642   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               1643   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               1644   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               1645   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               1646   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          1647   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      1648   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          1649   5-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      1650   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          1651   5-Cl       CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      1652   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        1653   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1654   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1655   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1656   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            1657   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   1658   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     1659   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               1660   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               1661   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               1662   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               1663   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               1664   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               1665   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               1666   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          1667   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            1668   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      1669   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      1670   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      1671   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      1672   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      1673   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      1674   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      1675   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       1676   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       1677   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     1678   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               1679   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 1680   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 1681   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 1682   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 1683   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 1684   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 1685   6-Cl       CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 1686   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     1687   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     1688   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   1689   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             1690   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               1691   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               1692   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               1693   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               1694   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               1695   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               1696   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               1697   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          1698   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      1699   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          1700   6-Cl       CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      1701   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          1702   6-Cl       CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      1703   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        1704   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1705   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1706   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1707   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            1708   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   1709   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     1710   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               1711   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               1712   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               1713   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               1714   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               1715   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               1716   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               1717   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          1718   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            1719   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      1720   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      1721   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      1722   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      1723   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      1724   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      1725   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      1726   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       1727   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       1728   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     1729   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               1730   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 1731   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 1732   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 1733   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 1734   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 1735   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 1736   5-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 1737   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     1738   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     1739   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   1740   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             1741   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               1742   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               1743   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               1744   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               1745   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               1746   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               1747   5-F        CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               1748   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          1749   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      1750   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          1751   5-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      1752   5-F        CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          1753   5-F        CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      1754   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        1755   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1756   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1757   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1758   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            1759   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   1760   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     1761   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               1762   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               1763   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               1764   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               1765   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               1766   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               1767   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               1768   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          1769   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            1770   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      1771   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      1772   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      1773   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      1774   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      1775   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      1776   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      1777   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       1778   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       1779   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     1780   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               1781   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 1782   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 1783   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 1784   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 1785   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 1786   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 1787   6-F        CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 1788   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     1789   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     1790   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   1791   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             1792   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               1793   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               1794   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               1795   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               1796   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               1797   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               1798   6-F        CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               1799   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          1800   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      1801   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          1802   6-F        CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      1803   6-F        CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          1804   6-F        CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      1805   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        1806   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1807   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1808   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1809   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            1810   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   1811   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     1812   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               1813   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               1814   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               1815   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               1816   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               1817   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               1818   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               1819   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          1820   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            1821   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      1822   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      1823   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      1824   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      1825   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      1826   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      1827   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      1828   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       1829   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       1830   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     1831   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               1832   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 1833   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 1834   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 1835   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 1836   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 1837   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 1838   5,6-diCl   CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 1839   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     1840   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     1841   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   1842   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             1843   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               1844   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               1845   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               1846   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               1847   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               1848   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               1849   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               1850   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          1851   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      1852   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          1853   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      1854   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          1855   5,6-diCl   CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      1856   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        1857   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1858   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1859   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1860   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            1861   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   1862   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     1863   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               1864   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               1865   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               1866   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               1867   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               1868   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               1869   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               1870   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          1871   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            1872   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      1873   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      1874   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      1875   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      1876   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      1877   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      1878   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      1879   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       1880   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       1881   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     1882   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               1883   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 1884   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 1885   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 1886   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 1887   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 1888   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 1889   5,6-diF    CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 1890   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     1891   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     1892   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   1893   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             1894   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               1895   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               1896   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               1897   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               1898   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               1899   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               1900   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               1901   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          1902   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      1903   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          1904   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      1905   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          1906   5,6-diF    CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      1907   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        1908   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1909   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1910   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1911   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            1912   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   1913   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     1914   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               1915   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               1916   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               1917   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               1918   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               1919   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               1920   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               1921   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          1922   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            1923   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      1924   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      1925   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      1926   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      1927   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      1928   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      1929   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      1930   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       1931   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       1932   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     1933   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               1934   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 1935   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 1936   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 1937   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 1938   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 1939   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 1940   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 1941   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     1942   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     1943   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   1944   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             1945   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               1946   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               1947   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               1948   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               1949   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               1950   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               1951   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               1952   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          1953   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      1954   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          1955   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      1956   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          1957   5-Cl, 6-F  CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      1958   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        1959   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               1960   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      1961   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              1962   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            1963   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   1964   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     1965   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               1966   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               1967   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               1968   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               1969   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               1970   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               1971   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               1972   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          1973   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            1974   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      1975   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      1976   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      1977   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      1978   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      1979   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      1980   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      1981   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       1982   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       1983   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     1984   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               1985   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 1986   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 1987   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 1988   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 1989   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 1990   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 1991   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 1992   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     1993   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     1994   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   1995   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             1996   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               1997   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               1998   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               1999   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               2000   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               2001   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               2002   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               2003   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          2004   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      2005   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          2006   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      2007   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          2008   5-F, 6-Cl  CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      2009   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        2010   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2011   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2012   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2013   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            2014   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   2015   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     2016   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               2017   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               2018   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               2019   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               2020   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               2021   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               2022   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               2023   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          2024   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            2025   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      2026   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      2027   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      2028   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      2029   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      2030   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      2031   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      2032   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       2033   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       2034   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     2035   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               2036   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 2037   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 2038   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 2039   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 2040   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 2041   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 2042   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 2043   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     2044   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     2045   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   2046   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             2047   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               2048   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               2049   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               2050   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               2051   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               2052   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               2053   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               2054   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          2055   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      2056   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          2057   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      2058   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          2059   6-CH.sub.3 CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      2060   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        2061   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2062   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2063   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2064   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            2065   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   2066   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     2067   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               2078   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               2079   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               2070   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               2071   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               2072   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               2073   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               2074   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          2075   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            2076   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      2077   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      2088   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      2089   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      2080   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      2081   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      2082   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      2083   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       2084   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       2085   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     2086   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               2087   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 2088   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 2089   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 2090   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 2091   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 2092   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 2093   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 2094   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     2095   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     2096   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   2097   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             2098   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               2099   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               2100   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               2101   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               2102   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               2103   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               2104   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               2105   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          2106   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      2107   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          2108   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      2109   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          2110   6-OCH.sub.3                                                                               CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      2111   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.3                        2112   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2113   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2114   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2115   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -tBu                            2116   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 -cycPr                                   2117   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 --Ph                                     2118   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-Pyridyl                               2119   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-Pyridyl                               2120   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 -4-Pyridyl                               2121   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-furanyl                               2122   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-furanyl                               2123   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 -2-thienyl                               2124   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 -3-thienyl                               2125   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -cycPr                          2126   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 --Ph                            2127   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-Pyridyl                      2128   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-Pyridyl                      2129   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -4-Pyridyl                      2130   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-furanyl                      2131   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-furanyl                      2132   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -2-thienyl                      2133   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH.sub.2 -3-thienyl                      2134   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C--Et                                       2135   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-iPr                                       2136   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-cycPr                                     2137   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-1-(Me)cycPr                               2138   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-pyridyl                                 2139   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-pyridyl                                 2140   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-4-pyridyl                                 2141   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-furanyl                                 2142   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-furanyl                                 2143   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-2-thienyl                                 2144   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         C.tbd.C-3-thienyl                                 2145   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH--Et                                     2146   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-iPr                                     2147   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-cycPr                                   2148   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-1-(Me)cycPr                             2149   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-2-pyridyl                               2150   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-3-pyridyl                               2151   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-4-pyridyl                               2152   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-2-furanyl                               2153   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-3-furanyl                               2154   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-2-thienyl                               2155   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CH-3-thienyl                               2156   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-cycPr                          2157   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 --C.tbd.C-2-furanyl                      2158   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-cycPr                          2159   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH.sub.2 CH═CH-2-furanyl                      2160   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -cycPr                          2161   5,6-OCH.sub.2 O--                                                                         CF.sub.2 CF.sub.3                                                                         CH═CHCH.sub.2 -2-furanyl                      2201   5-Cl       cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2202   5-Cl       cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2203   5-Cl       cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2204   5-Cl       cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2205   5-Cl       cycPr      CH.sub.2 CH.sub.2 -tBu                            2206   5-Cl       cycPr      CH.sub.2 -cycPr                                   2207   5-Cl       cycPr      CH.sub.2 --Ph                                     2208   5-Cl       cycPr      CH.sub.2 -2-Pyridyl                               2209   5-Cl       cycPr      CH.sub.2 -3-Pyridyl                               2210   5-Cl       cycPr      CH.sub.2 -4-Pyridyl                               2211   5-Cl       cycPr      CH.sub.2 -2-furanyl                               2212   5-Cl       cycPr      CH.sub.2 -3-furanyl                               2213   5-Cl       cycPr      CH.sub.2 -2-thienyl                               2214   5-Cl       cycPr      CH.sub.2 -3-thienyl                               2215   5-Cl       cycPr      CH.sub.2 CH.sub.2 -cycPr                          2216   5-Cl       cycPr      CH.sub.2 CH.sub.2 --Ph                            2217   5-Cl       cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2218   5-Cl       cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2219   5-Cl       cycPr      CH.sub.2 CH.sub.2 -4-Pyridyl                      2220   5-Cl       cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2221   5-Cl       cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2222   5-Cl       cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2223   5-Cl       cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2224   5-Cl       cycPr      C.tbd.C--Et                                       2225   5-Cl       cycPr      C.tbd.C-iPr                                       2226   5-Cl       cycPr      C.tbd.C-cycPr                                     2227   5-Cl       cycPr      C.tbd.C-1-(Me)cycPr                               2228   5-Cl       cycPr      C.tbd.C-2-pyridyl                                 2229   5-Cl       cycPr      C.tbd.C-3-pyridyl                                 2230   5-Cl       cycPr      C.tbd.C-4-pyridyl                                 2231   5-Cl       cycPr      C.tbd.C-2-furanyl                                 2232   5-Cl       cycPr      C.tbd.C-3-furanyl                                 2233   5-Cl       cycPr      C.tbd.C-2-thienyl                                 2234   5-Cl       cycPr      C.tbd.C-3-thienyl                                 2235   5-Cl       cycPr      CH═CH--Et                                     2236   5-Cl       cycPr      CH═CH-iPr                                     2237   5-Cl       cycPr      CH═CH-cycPr                                   2238   5-Cl       cycPr      CH═CH-1-(Me)cycPr                             2239   5-Cl       cycPr      CH═CH-2-pyridyl                               2240   5-Cl       cycPr      CH═CH-3-pyridyl                               2241   5-Cl       cycPr      CH═CH-4-pyridyl                               2242   5-Cl       cycPr      CH═CH-2-furanyl                               2243   5-Cl       cycPr      CH═CH-3-furanyl                               2244   5-Cl       cycPr      CH═CH-2-thienyl                               2245   5-Cl       cycPr      CH═CH-3-thienyl                               2246   5-Cl       cycPr      CH.sub.2 --C.tbd.C-cycPr                          2247   5-Cl       cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2248   5-Cl       cycPr      CH.sub.2 CH═CH-cycPr                          2249   5-Cl       cycPr      CH.sub.2 CH═CH-2-furanyl                      2250   5-Cl       cycPr      CH═CHCH.sub.2 -cycPr                          2251   5-Cl       cycPr      CH═CHCH.sub.2 -2-furanyl                      2252   6-Cl       cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2253   6-Cl       cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2254   6-Cl       cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2255   6-Cl       cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2256   6-Cl       cycPr      CH.sub.2 CH.sub.2 -tBu                            2257   6-Cl       cycPr      CH.sub.2 -cycPr                                   2258   6-Cl       cycPr      CH.sub.2 --Ph                                     2259   6-Cl       cycPr      CH.sub.2 -2-Pyridyl                               2260   6-Cl       cycPr      CH.sub.2 -3-Pyridyl                               2261   6-Cl       cycPr      CH.sub.2 -4-Pyridyl                               2262   6-Cl       cycPr      CH.sub.2 -2-furanyl                               2263   6-Cl       cycPr      CH.sub.2 -3-furanyl                               2264   6-Cl       cycPr      CH.sub.2 -2-thienyl                               2265   6-Cl       cycPr      CH.sub.2 -3-thienyl                               2266   6-Cl       cycPr      CH.sub.2 CH.sub.2 -cycPr                          2267   6-Cl       cycPr      CH.sub.2 CH.sub.2 --Ph                            2268   6-Cl       cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2269   6-Cl       cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2270   6-Cl       cycPr      CH.sub.2 CH.sub.2 -4-Pyridyl                      2271   6-Cl       cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2272   6-Cl       cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2273   6-Cl       cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2274   6-Cl       cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2275   6-Cl       cycPr      C.tbd.C--Et                                       2276   6-Cl       cycPr      C.tbd.C-iPr                                       2277   6-Cl       cycPr      C.tbd.C-cycPr                                     2278   6-Cl       cycPr      C.tbd.C-1-(Me)cycPr                               2279   6-Cl       cycPr      C.tbd.C-2-pyridyl                                 2280   6-Cl       cycPr      C.tbd.C-3-pyridyl                                 2281   6-Cl       cycPr      C.tbd.C-4-pyridyl                                 2282   6-Cl       cycPr      C.tbd.C-2-furanyl                                 2283   6-Cl       cycPr      C.tbd.C-3-furanyl                                 2284   6-Cl       cycPr      C.tbd.C-2-thienyl                                 2285   6-Cl       cycPr      C.tbd.C-3-thienyl                                 2286   6-Cl       cycPr      CH═CH--Et                                     2287   6-Cl       cycPr      CH═CH-iPr                                     2288   6-Cl       cycPr      CH═CH-cycPr                                   2289   6-Cl       cycPr      CH═CH-1-(Me)cycPr                             2290   6-Cl       cycPr      CH═CH-2-pyridyl                               2291   6-Cl       cycPr      CH═CH-3-pyridyl                               2292   6-Cl       cycPr      CH═CH-4-pyridyl                               2293   6-Cl       cycPr      CH═CH-2-furanyl                               2294   6-Cl       cycPr      CH═CH-3-furanyl                               2295   6-Cl       cycPr      CH═CH-2-thienyl                               2296   6-Cl       cycPr      CH═CH-3-thienyl                               2297   6-Cl       cycPr      CH.sub.2 --C.tbd.C-cycPr                          2298   6-cl       cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2299   6-Cl       cycPr      CH.sub.2 CH═CH-cycPr                          2300   6-Cl       cycPr      CH.sub.2 CH═CH-2-furanyl                      2301   6-Cl       cycPr      CH═CHCH.sub.2 -cycPr                          2302   6-Cl       cycPr      CH═CHCH.sub.2 -2-furanyl                      2303   5-F        cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2304   5-F        cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2305   5-F        cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2306   5-F        cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2307   5-F        cycPr      CH.sub.2 CH.sub.2 -tBu                            2308   5-F        cycPr      CH.sub.2 -cycPr                                   2309   5-F        cycPr      CH.sub.2 --Ph                                     2310   5-F        cycPr      CH.sub.2 -2-Pyridyl                               2311   5-F        cycPr      CH.sub.2 -3-Pyridyl                               2312   5-F        cycPr      CH.sub.2 -4-Pyridyl                               2313   5-F        cycPr      CH.sub.2 -2-furanyl                               2314   5-F        cycPr      CH.sub.2 -3-furanyl                               2315   5-F        cycPr      CH.sub.2 -2-thienyl                               2316   5-F        cycPr      CH.sub.2 -3-thienyl                               2317   5-F        cycPr      CH.sub.2 CH.sub.2 -cycPr                          2318   5-F        cycPr      CH.sub.2 CH.sub.2 --Ph                            2319   5-F        cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2320   5-F        cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2321   5-F        cycPr      CH.sub.2 CH.sub.2 -4-Pyridyl                      2322   5-F        cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2323   5-F        cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2324   5-F        cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2325   5-F        cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2326   5-F        cycPr      C.tbd.C--Et                                       2327   5-F        cycPr      C.tbd.C-iPr                                       2328   5-F        cycPr      C.tbd.C-cycPr                                     2329   5-F        cycPr      C.tbd.C-1-(Me)cycPr                               2330   5-F        cycPr      C.tbd.C-2-pyridyl                                 2331   5-F        cycPr      C.tbd.C-3-pyridyl                                 2332   5-F        cycPr      C.tbd.C-4-pyridyl                                 2333   5-F        cycPr      C.tbd.C-2-furanyl                                 2334   5-F        cycPr      C.tbd.C-3-furanyl                                 2335   5-F        cycPr      C.tbd.C-2-thienyl                                 2336   5-F        cycPr      C.tbd.C-3-thienyl                                 2337   5-F        cycPr      CH═CH--Et                                     2338   5-F        cycPr      CH═CH-iPr                                     2339   5-F        cycPr      CH═CH-cycPr                                   2340   5-F        cycPr      CH═CH-1-(Me)cycPr                             2341   5-F        cycPr      CH═CH-2-pyridyl                               2342   5-F        cycPr      CH═CH-3-pyridyl                               2343   5-F        cycPr      CH═CH-4-pyridyl                               2344   5-F        cycPr      CH═CH-2-furanyl                               2345   5-F        cycPr      CH═CH-3-furanyl                               2346   5-F        cycPr      CH═CH-2-thienyl                               2347   5-F        cycPr      CH═CH-3-thienyl                               2348   5-F        cycPr      CH.sub.2 --C.tbd.C-cycPr                          2349   5-F        cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2350   5-F        cycPr      CH.sub.2 CH═CH-cycPr                          2351   5-F        cycPr      CH.sub.2 CH═CH-2-furanyl                      2352   5-F        cycPr      CH═CHCH.sub.2 -cycPr                          2353   5-F        cycPr      CH═CHCH.sub.2 -2-furanyl                      2354   6-F        cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2355   6-F        cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2356   6-F        cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2357   6-F        cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2358   6-F        cycPr      CH.sub.2 CH.sub.2 -tBu                            2359   6-F        cycPr      CH.sub.2 -cycPr                                   2360   6-F        cycPr      CH.sub.2 --Ph                                     2361   6-F        cycPr      CH.sub.2 -2-Pyridyl                               2362   6-F        cycPr      CH.sub.2 -3-Pyridyl                               2363   6-F        cycPr      CH.sub.2 -4-Pyridyl                               2364   6-F        cycPr      CH.sub.2 -2-furanyl                               2365   6-F        cycPr      CH.sub.2 -3-furanyl                               2366   6-F        cycPr      CH.sub.2 -2-thienyl                               2367   6-F        cycPr      CH.sub.2 -3-thienyl                               2368   6-F        cycPr      CH.sub.2 CH.sub.2 -cycPr                          2369   6-F        cycPr      CH.sub.2 CH.sub.2 --Ph                            2370   6-F        cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2371   6-F        cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2372   6-F        cycPr      CH.sub.2 CH.sub.2 -4-Pyridyl                      2373   6-F        cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2374   6-F        cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2375   6-F        cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2376   6-F        cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2377   6-F        cycPr      C.tbd.C--Et                                       2378   6-F        cycPr      C.tbd.C-iPr                                       2379   6-F        cycPr      C.tbd.C-cycPr                                     2380   6-F        cycPr      C.tbd.C-1-(Me)cycPr                               2381   6-F        cycPr      C.tbd.C-2-pyridyl                                 2382   6-F        cycPr      C.tbd.C-3-pyridyl                                 2383   6-F        cycPr      C.tbd.C-4-pyridyl                                 2384   6-F        cycPr      C.tbd.C-2-furanyl                                 2385   6-F        cycPr      C.tbd.C-3-furanyl                                 2386   6-F        cycPr      C.tbd.C-2-thienyl                                 2387   6-F        cycPr      C.tbd.C-3-thienyl                                 2388   6-F        cycPr      CH═CH--Et                                     2389   6-F        cycPr      CH═CH-iPr                                     2390   6-F        cycPr      CH═CH-cycPr                                   2391   6-F        cycPr      CH═CH-1-(Me)cycPr                             2392   6-F        cycPr      CH═CH-2-pyridyl                               2393   6-F        cycPr      CH═CH-3-pyridyl                               2394   6-F        cycPr      CH═CH-4-pyridyl                               2395   6-F        cycPr      CH═CH-2-furanyl                               2396   6-F        cycPr      CH═CH-3-furanyl                               2397   6-F        cycPr      CH═CH-2-thienyl                               2398   6-F        cycPr      CH═CH-3-thienyl                               2399   6-F        cycPr      CH.sub.2 --C.tbd.C-cycPr                          2400   6-F        cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2401   6-F        cycPr      CH.sub.2 CH═CH-cycPr                          2402   6-F        cycPr      CH.sub.2 CH═CH-2-furanyl                      2403   6-F        cycPr      CH═CHCH.sub.2 -cycPr                          2404   6-F        cycPr      CH═CHCH.sub.2 -2-furanyl                      2405   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2406   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2407   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2408   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2409   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 -tBu                            2410   5,6-diCl   cycPr      CH.sub.2 -cycPr                                   2411   5,6-diCl   cycPr      CH.sub.2 --Ph                                     2412   5,6-diCl   cycPr      CH.sub.2 -2-Pyridyl                               2413   5,6-diCl   cycPr      CH.sub.2 -3-Pyridyl                               2414   5,6-diCl   cycPr      CH.sub.2 -4-Pyridyl                               2415   5,6-diCl   cycPr      CH.sub.2 -2-furanyl                               2416   5,6-diCl   cycPr      CH.sub.2 -3-furanyl                               2417   5,6-diCl   cycPr      CH.sub.2 -2-thienyl                               2418   5,6-diCl   cycPr      CH.sub.2 -3-thienyl                               2419   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 -cycPr                          2420   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 --Ph                            2421   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2422   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2423   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 -4-Pyridyl                      2424   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2425   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2426   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2427   5,6-diCl   cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2428   5,6-diCl   cycPr      C.tbd.C--Et                                       2429   5,6-diCl   cycPr      C.tbd.C-iPr                                       2430   5,6-diCl   cycPr      C.tbd.C-cycPr                                     2431   5,6-diCl   cycPr      C.tbd.C-1-(Me)cycPr                               2432   5,6-diCl   cycPr      C.tbd.C-2-pyridyl                                 2433   5,6-diCl   cycPr      C.tbd.C-3-pyridyl                                 2434   5,6-diCl   cycPr      C.tbd.C-4-pyridyl                                 2435   5,6-diCl   cycPr      C.tbd.C-2-furanyl                                 2436   5,6-diCl   cycPr      C.tbd.C-3-furanyl                                 2437   5,6-diCl   cycPr      C.tbd.C-2-thienyl                                 2438   5,6-diCl   cycPr      C.tbd.C-3-thienyl                                 2439   5,6-diCl   cycPr      CH═CH--Et                                     2440   5,6-diCl   cycPr      CH═CH-iPr                                     2441   5,6-diCl   cycPr      CH═CH-cycPr                                   2442   5,6-diCl   cycPr      CH═CH-1-(Me)cycPr                             2443   5,6-diCl   cycPr      CH═CH-2-pyridyl                               2444   5,6-diCl   cycPr      CH═CH-3-pyridyl                               2445   5,6-diCl   cycPr      CH═CH-4-pyridyl                               2446   5,6-diCl   cycPr      CH═CH-2-furanyl                               2447   5,6-diCl   cycPr      CH═CH-3-furanyl                               2448   5,6-diCl   cycPr      CH═CH-2-thienyl                               2449   5,6-diCl   cycPr      CH═CH-3-thienyl                               2450   5,6-diCl   cycPr      CH.sub.2 --C.tbd.C-cycPr                          2451   5,6-diCl   cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2452   5,6-diCl   cycPr      CH.sub.2 CH═CH-cycPr                          2453   5,6-diCl   cycPr      CH.sub.2 CH═CH-2-furanyl                      2454   5,6-diCl   cycPr      CH═CHCH.sub.2 -cycPr                          2455   5,6-diCl   cycPr      CH═CHCH.sub.2 -2-furanyl                      2456   5,6-diF    cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2457   5,6-diF    cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2458   5,6-diF    cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2459   5,6-diF    cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2460   5,6-diF    cycPr      CH.sub.2 CH.sub.2 -tBu                            2461   5,6-diF    cycPr      CH.sub.2 -cycPr                                   2462   5,6-diF    cycPr      CH.sub.2 --Ph                                     2463   5,6-diF    cycPr      CH.sub.2 -2-Pyridyl                               2464   5,6-diF    cycPr      CH.sub.2 -3-Pyridyl                               2465   5,6-diF    cycPr      CH.sub.2 -4-Pyridyl                               2466   5,6-diF    cycPr      CH.sub.2 -2-furanyl                               2467   5,6-diF    cycPr      CH.sub.2 -3-furanyl                               2468   5,6-diF    cycPr      CH.sub.2 -2-thienyl                               2469   5,6-diF    cycPr      CH.sub.2 -3-thienyl                               2470   5,6-diF    cycPr      CH.sub.2 CH.sub.2 -cycPr                          2471   5,6-diF    cycPr      CH.sub.2 CH.sub.2 --Ph                            2472   5,6-diF    cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2473   5,6-diF    cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2474   5,6-diF    cycPr      CH.sub.2 CH.sub.2 -4-Pyridyl                      2475   5,6-diF    cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2476   5,6-diF    cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2477   5,6-diF    cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2478   5,6-diF    cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2479   5,6-diF    cycPr      C.tbd.C--Et                                       2480   5,6-diF    cycPr      C.tbd.C-iPr                                       2481   5,6-diF    cycPr      C.tbd.C-cycPr                                     2482   5,6-diF    cycPr      C.tbd.C-1-(Me)cycPr                               2483   5,6-diF    cycPr      C.tbd.C-2-pyridyl                                 2484   5,6-diF    cycPr      C.tbd.C-3-pyridyl                                 2485   5,6-diF    cycPr      C.tbd.C-4-pyridyl                                 2486   5,6-diF    cycPr      C.tbd.C-2-furanyl                                 2487   5,6-diF    cycPr      C.tbd.C-3-furanyl                                 2488   5,6-diF    cycPr      C.tbd.C-2-thienyl                                 2489   5,6-diF    cycPr      C.tbd.C-3-thienyl                                 2490   5,6-diF    cycPr      CH═CH--Et                                     2491   5,6-diF    cycPr      CH═CH-iPr                                     2492   5,6-diF    cycPr      CH═CH-cycPr                                   2493   5,6-diF    cycPr      CH═CH-1-(Me)cycPr                             2494   5,6-diF    cycPr      CH═CH-2-pyridyl                               2495   5,6-diF    cycPr      CH═CH-3-pyridyl                               2496   5,6-diF    cycPr      CH═CH-4-pyridyl                               2497   5,6-diF    cycPr      CH═CH-2-furanyl                               2498   5,6-diF    cycPr      CH═CH-3-furanyl                               2499   5,6-diF    cycPr      CH═CH-2-thienyl                               2500   5,6-diF    cycPr      CH═CH-3-thienyl                               2501   5,6-diF    cycPr      CH.sub.2 --C.tbd.C-cycPr                          2502   5,6-diF    cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2503   5,6-diF    cycPr      CH.sub.2 CH═CH-cycPr                          2504   5,6-diF    cycPr      CH.sub.2 CH═CH-2-furanyl                      2505   5,6-diF    cycPr      CH═CHCH.sub.2 -cycPr                          2506   5,6-diF    cycPr      CH═CHCH.sub.2 -2-furanyl                      2507   5-Cl, 6-F  cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2508   5-Cl, 6-F  cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2509   5-Cl, 6-F  cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2510   5-Cl, 6-F  cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2511   5-Cl, 6-F  cycPr      CH.sub.2 CH.sub.2 -tBu                            2512   5-Cl, 6-F  cycPr      CH.sub.2 -cycPr                                   2513   5-Cl, 6-F  cycPr      CH.sub.2 --Ph                                     2514   5-Cl, 6-F  cycPr      CH.sub.2 -2-Pyridyl                               2515   5-Cl, 6-F  cycPr      CH.sub.2 -3-Pyridyl                               2516   5-Cl, 6-F  cycPr      CH.sub.2 -4-Pyridyl                               2517   5-Cl, 6-F  cycPr      CH.sub.2 -2-furanyl                               2518   5-Cl, 6-F  cycPr      CH.sub.2 -3-furanyl                               2519   5-Cl, 6-F  cycPr      CH.sub.2 -2-thienyl                               2520   5-Cl, 6-F  cycPr      CH.sub.2 -3-thienyl                               2521   5-Cl, 6-F  cycPr      CH.sub.2 CH.sub.2 -cycPr                          2522   5-Cl, 6-F  cycPr      CH.sub.2 CH.sub.2 --Ph                            2523   5-Cl, 6-F  cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2524   5-Cl, 6-F  cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2525   5-Cl, 6-F  cycPr      CH.sub.2 CH-4-Pyridyl                             2526   5-Cl, 6-F  cycPr      CH.sub.2 CH-2-furanyl                             2527   5-Cl, 6-F  cycPr      CH.sub.2 CH-3-furanyl                             2528   5-Cl, 6-F  cycPr      CH.sub.2 CH-2-thienyl                             2529   5-Cl, 6-F  cycPr      CH.sub.2 CH-3-thienyl                             2530   5-Cl, 6-F  cycPr      C.tbd.C--Et                                       2531   5-Cl, 6-F  cycPr      C.tbd.C-iPr                                       2532   5-Cl, 6-F  cycPr      C.tbd.C-cycPr                                     2533   5-Cl, 6-F  cycPr      C.tbd.C-1-(Me)cycPr                               2534   5-Cl, 6-F  cycPr      C.tbd.C-2-pyridyl                                 2535   5-Cl, 6-F  cycPr      C.tbd.C-3-pyridyl                                 2536   5-Cl, 6-F  cycPr      C.tbd.C-4-pyridyl                                 2537   5-Cl, 6-F  cycPr      C.tbd.C-2-furanyl                                 2538   5-Cl, 6-F  cycPr      C.tbd.C-3-furanyl                                 2539   5-Cl, 6-F  cycPr      C.tbd.C-2-thienyl                                 2540   5-Cl, 6-F  cycPr      C.tbd.C-3-thienyl                                 2541   5-Cl, 6-F  cycPr      CH═CH--Et                                     2542   5-Cl, 6-F  cycPr      CH═CH-iPr                                     2543   5-Cl, 6-F  cycPr      CH═CH-cycPr                                   2544   5-Cl, 6-F  cycPr      CH═CH-1-(Me)cycPr                             2545   5-Cl, 6-F  cycPr      CH═CH-2-pyridyl                               2546   5-Cl, 6-F  cycPr      CH═CH-3-pyridyl                               2547   5-Cl, 6-F  cycPr      CH═CH-4-pyridyl                               2548   5-Cl, 6-F  cycPr      CH═CH-2-furanyl                               2549   5-Cl, 6-F  cycPr      CH═CH-3-furanyl                               2550   5-Cl, 6-F  cycPr      CH═CH-2-thienyl                               2551   5-Cl, 6-F  cycPr      CH═CH-3-thienyl                               2552   5-Cl, 6-F  cycPr      CH.sub.2 --C.tbd.C-cycPr                          2553   5-Cl, 6-F  cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2554   5-Cl, 6-F  cycPr      CH.sub.2 CH═CH-cycPr                          2555   5-Cl, 6-F  cycPr      CH.sub.2 CH═CH-2-furanyl                      2556   5-Cl, 6-F  cycPr      CH═CHCH.sub.2 -cycPr                          2557   5-Cl, 6-F  cycPr      CH═CHCH.sub.2 -2-furanyl                      2558   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2559   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2560   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2561   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2562   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 -tBu                            2563   5-F, 6-Cl  cycPr      CH.sub.2 -cycPr                                   2564   5-F, 6-Cl  cycPr      CH.sub.2 --Ph                                     2565   5-F, 6-Cl  cycPr      CH.sub.2 -2-Pyridyl                               2566   5-F, 6-Cl  cycPr      CH.sub.2 -3-Pyridyl                               2567   5-F, 6-Cl  cycPr      CH.sub.2 -4-Pyridyl                               2568   5-F, 6-Cl  cycPr      CH.sub.2 -2-furanyl                               2569   5-F, 6-Cl  cycPr      CH.sub.2 -3-furanyl                               2570   5-F, 6-Cl  cycPr      CH.sub.2 -2-thienyl                               2571   5-F, 6-Cl  cycPr      CH.sub.2 -3-thienyl                               2572   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 -cycPr                          2573   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 --Ph                            2574   5-F, 6-Cl  cycPr      CH.sub.2 CH-2-Pyridyl                             2575   5-F, 6-Cl  cycPr      CH.sub.2 CH-3-Pyridyl                             2576   5-F, 6-Cl  cycPr      CH.sub.2 CH-4-Pyridyl                             2577   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2578   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2579   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2580   5-F, 6-Cl  cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2581   5-F, 6-Cl  cycPr      C.tbd.C--Et                                       2582   5-F, 6-Cl  cycPr      C.tbd.C-iPr                                       2583   5-F, 6-Cl  cycPr      C.tbd.C-cycPr                                     2584   5-F, 6-Cl  cycPr      C.tbd.C-1-(Me)cycPr                               2585   5-F, 6-Cl  cycPr      C.tbd.C-2-pyridyl                                 2586   5-F, 6-Cl  cycPr      C.tbd.C-3-pyridyl                                 2587   5-F, 6-Cl  cycPr      C.tbd.C-4-pyridyl                                 2588   5-F, 6-Cl  cycPr      C.tbd.C-2-furanyl                                 2589   5-F, 6-Cl  cycPr      C.tbd.C-3-furanyl                                 2590   5-F, 6-Cl  cycPr      C.tbd.C-2-thienyl                                 2591   5-F, 6-Cl  cycPr      C.tbd.C-3-thienyl                                 2592   5-F, 6-Cl  cycPr      CH═CH--Et                                     2593   5-F, 6-Cl  cycPr      CH═CH-iPr                                     2594   5-F, 6-Cl  cycPr      CH═CH-cycPr                                   2595   5-F, 6-Cl  cycPr      CH═CH-1-(Me)cycPr                             2596   5-F, 6-Cl  cycPr      CH═CH-2-pyridyl                               2597   5-F, 6-Cl  cycPr      CH═CH-3-pyridyl                               2598   5-F, 6-Cl  cycPr      CH═CH-4-pyridyl                               2599   5-F, 6-Cl  cycPr      CH═CH-2-furanyl                               2600   5-F, 6-Cl  cycPr      CH═CH-3-furanyl                               2601   5-F, 6-Cl  cycPr      CH═CH-2-thienyl                               2602   5-F, 6-Cl  cycPr      CH═CH-3-thienyl                               2603   5-F, 6-Cl  cycPr      CH.sub.2 --C.tbd.C-cycPr                          2604   5-F, 6-Cl  cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2605   5-F, 6-Cl  cycPr      CH.sub.2 CH═CH-cycPr                          2606   5-F, 6-Cl  cycPr      CH.sub.2 CH═CH-2-furanyl                      2607   5-F, 6-Cl  cycPr      CH═CHCH.sub.2 -cycPr                          2608   5-F, 6-Cl  cycPr      CH═CHCH.sub.2 -2-furanyl                      2609   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2610   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2611   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2612   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2613   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 -tBu                            2614   6-CH.sub.3 cycPr      CH.sub.2 -cycPr                                   2615   6-CH.sub.3 cycPr      CH.sub.2 --Ph                                     2616   6-CH.sub.3 cycPr      CH.sub.2 -2-Pyridyl                               2617   6-CH.sub.3 cycPr      CH.sub.2 -3-Pyridyl                               2618   6-CH.sub.3 cycPr      CH.sub.2 -4-Pyridyl                               2619   6-CH.sub.3 cycPr      CH.sub.2 -2-furanyl                               2620   6-CH.sub.3 cycPr      CH.sub.2 -3-furanyl                               2621   6-CH.sub.3 cycPr      CH.sub.2 -2-thienyl                               2622   6-CH.sub.3 cycPr      CH.sub.2 -3-thienyl                               2623   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 -cycPr                          2624   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 --Ph                            2625   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2626   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2627   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 -4-Pyridyl                      2628   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2629   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2630   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2631   6-CH.sub.3 cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2632   6-CH.sub.3 cycPr      C.tbd.C--Et                                       2633   6-CH.sub.3 cycPr      C.tbd.C-iPr                                       2634   6-CH.sub.3 cycPr      C.tbd.C-cycPr                                     2635   6-CH.sub.3 cycPr      C.tbd.C-1-(Me)cycPr                               2636   6-CH.sub.3 cycPr      C.tbd.C-2-pyridyl                                 2637   6-CH.sub.3 cycPr      C.tbd.C-3-pyridyl                                 2638   6-CH.sub.3 cycPr      C.tbd.C-4-pyridyl                                 2639   6-CH.sub.3 cycPr      C.tbd.C-2-furanyl                                 2640   6-CH.sub.3 cycPr      C.tbd.C-3-furanyl                                 2641   6-CH.sub.3 cycPr      C.tbd.C-2-thienyl                                 2642   6-CH.sub.3 cycPr      C.tbd.C-3-thienyl                                 2643   6-CH.sub.3 cycPr      CH═CH--Et                                     2644   6-CH.sub.3 cycPr      CH═CH-iPr                                     2645   6-CH.sub.3 cycPr      CH═CH-cycPr                                   2646   6-CH.sub.3 cycPr      CH═CH-1-(Me)cycPr                             2647   6-CH.sub.3 cycPr      CH═CH-2-pyridyl                               2648   6-CH.sub.3 cycPr      CH═CH-3-pyridyl                               2649   6-CH.sub.3 cycPr      CH═CH-4-pyridyl                               2650   6-CH.sub.3 cycPr      CH═CH-2-furanyl                               2651   6-CH.sub.3 cycPr      CH═CH-3-furanyl                               2652   6-CH.sub.3 cycPr      CH═CH-2-thienyl                               2653   6-CH.sub.3 cycPr      CH═CH-3-thienyl                               2654   6-CH.sub.3 cycPr      CH.sub.2 --C.tbd.C-cycPr                          2655   6-CH.sub.3 cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2656   6-CH.sub.3 cycPr      CH.sub.2 CH═CH-cycPr                          2657   6-CH.sub.3 cycPr      CH.sub.2 CH═CH-2-furanyl                      2658   6-CH.sub.3 cycPr      CH═CHCH.sub.2 -cycPr                          2659   6-CH.sub.3 cycPr      CH═CHCH.sub.2 -2-furanyl                      2660   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2661   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2662   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2663   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2664   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 -tBu                            2665   6-OCH.sub.3                                                                               cycPr      CH.sub.2 -cycPr                                   2666   6-OCH.sub.3                                                                               cycPr      CH.sub.2 --Ph                                     2667   6-OCH.sub.3                                                                               cycPr      CH.sub.2 -2-Pyridyl                               2668   6-OCH.sub.3                                                                               cycPr      CH.sub.2 -3-Pyridyl                               2669   6-OCH.sub.3                                                                               cycPr      CH.sub.2 -4-Pyridyl                               2670   6-OCH.sub.3                                                                               cycPr      CH.sub.2 -2-furanyl                               2671   6-OCH.sub.3                                                                               cycPr      CH.sub.2 -3-furanyl                               2672   6-OCH.sub.3                                                                               cycPr      CH.sub.2 -2-thienyl                               2673   6-OCH.sub.3                                                                               cycPr      CH.sub.2 -3-thienyl                               2674   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 -cycPr                          2675   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 --Ph                            2676   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2677   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2678   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 -4-Pyridyl                      2679   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2680   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2681   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2682   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2683   6-OCH.sub.3                                                                               cycPr      C.tbd.C--Et                                       2684   6-OCH.sub.3                                                                               cycPr      C.tbd.C-iPr                                       2685   6-OCH.sub.3                                                                               cycPr      C.tbd.C-cycPr                                     2686   6-OCH.sub.3                                                                               cycPr      C.tbd.C-1-(Me)cycPr                               2687   6-OCH.sub.3                                                                               cycPr      C.tbd.C-2-pyridyl                                 2688   6-OCH.sub.3                                                                               cycPr      C.tbd.C-3-pyridyl                                 2689   6-OCH.sub.3                                                                               cycPr      C.tbd.C-4-pyridyl                                 2690   6-OCH.sub.3                                                                               cycPr      C.tbd.C-2-furanyl                                 2691   6-OCH.sub.3                                                                               cycPr      C.tbd.C-3-furanyl                                 2692   6-OCH.sub.3                                                                               cycPr      C.tbd.C-2-thienyl                                 2693   6-OCH.sub.3                                                                               cycPr      C.tbd.C-3-thienyl                                 2694   6-OCH.sub.3                                                                               cycPr      CH═CH--Et                                     2695   6-OCH.sub.3                                                                               cycPr      CH═CH-iPr                                     2696   6-OCH.sub.3                                                                               cycPr      CH═CH-cycPr                                   2697   6-OCH.sub.3                                                                               cycPr      CH═CH-1-(Me)cycPr                             2698   6-OCH.sub.3                                                                               cycPr      CH═CH-2-pyridyl                               2699   6-OCH.sub.3                                                                               cycPr      CH═CH-3-pyridyl                               2700   6-OCH.sub.3                                                                               cycPr      CH═CH-4-pyridyl                               2701   6-OCH.sub.3                                                                               cycPr      CH═CH-2-furanyl                               2702   6-OCH.sub.3                                                                               cycPr      CH═CH-3-furanyl                               2703   6-OCH.sub.3                                                                               cycPr      CH═CH-2-thienyl                               2704   6-OCH.sub.3                                                                               cycPr      CH═CH-3-thienyl                               2705   6-OCH.sub.3                                                                               cycPr      CH.sub.2 --C.tbd.C-cycPr                          2706   6-OCH.sub.3                                                                               cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2707   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH═CH-cycPr                          2708   6-OCH.sub.3                                                                               cycPr      CH.sub.2 CH═CH-2-furanyl                      2709   6-OCH.sub.3                                                                               cycPr      CH═CHCH.sub.2 -cycPr                          2710   6-OCH.sub.3                                                                               cycPr      CH═CHCH.sub.2 -2-furanyl                      2711   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 CH.sub.3                        2712   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3               2713   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3      2714   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2              2715   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 -tBu                            2716   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 -cycPr                                   2717   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 --Ph                                     2718   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 -2-Pyridyl                               2719   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 -3-Pyridyl                               2720   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 -4-Pyridyl                               2721   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 -2-furanyl                               2722   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 -3-furanyl                               2723   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 -2-thienyl                               2724   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 -3-thienyl                               2725   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 -cycPr                          2726   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 --Ph                            2727   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 -2-Pyridyl                      2728   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 -3-Pyridyl                      2729   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 -4-Pyridyl                      2730   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 -2-furanyl                      2731   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 -3-furanyl                      2732   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 -2-thienyl                      2733   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH.sub.2 -3-thienyl                      2734   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C--Et                                       2735   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-iPr                                       2736   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-cycPr                                     2737   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-1-(Me)cycPr                               2738   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-2-pyridyl                                 2739   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-3-pyridyl                                 2740   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-4-pyridyl                                 2741   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-2-furanyl                                 2742   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-3-furanyl                                 2743   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-2-thienyl                                 2744   5,6-OCH.sub.2 O--                                                                         cycPr      C.tbd.C-3-thienyl                                 2745   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH--Et                                     2746   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-iPr                                     2747   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-cycPr                                   2748   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-1-(Me)cycPr                             2749   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-2-pyridyl                               2750   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-3-pyridyl                               2751   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-4-pyridyl                               2752   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-2-furanyl                               2753   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-3-furanyl                               2754   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-2-thienyl                               2755   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CH-3-thienyl                               2756   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 --C.tbd.C-cycPr                          2757   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 --C.tbd.C-2-furanyl                      2758   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH═CH-cycPr                          2759   5,6-OCH.sub.2 O--                                                                         cycPr      CH.sub.2 CH═CH-2-furanyl                      2760   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CHCH.sub.2 -cycPr                          2761   5,6-OCH.sub.2 O--                                                                         cycPr      CH═CHCH.sub.2 -2-furanyl                      ______________________________________                                    

                  TABLE 3                                                          ______________________________________                                          ##STR43##                                                                      ##STR44##                                                                      ##STR45##                                                                      ##STR46##                                                                      ##STR47##                                                                      ##STR48##                                                                      ##STR49##                                                                      ##STR50##                                                                      ##STR51##                                                                      ##STR52##                                                                     Ex. #                                                                               W      X        Y    Z    R.sup.1                                                                             R.sup.2                                    ______________________________________                                         3001 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-nPr                                3002 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-Bu                                 3003 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-iBu                                3004 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-tBu                                3005 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C--Et                                3006 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C--Me                                3007 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C--Ph                                3008 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-cycPr                              3009 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        3010 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-2-Pyridyl                          3011 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3012 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-4-Pyridyl                          3013 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-2-furanyl                          3014 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-3-furanyl                          3015 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-2-thienyl                          3016 CH     CCl      CH   N    CF.sub.3                                                                            C.tbd.C-3-thienyl                          3017 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-cycPr                            3018 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-iPr                              3019 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-nPr                              3020 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH--Bu                              3021 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-iBu                              3022 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-tBu                              3023 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH--Et                              3024 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH--Me                              3025 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH--Ph                              3026 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-2-Pyridyl                        3027 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-3-Pyridyl                        3028 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-4-Pyridyl                        3029 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-2-furanyl                        3030 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-3-furanyl                        3031 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-2-thienyl                        3032 CH     CCl      CH   N    CF.sub.3                                                                            CH═CH-3-thienyl                        3033 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                                            CH.sub.3                                   3034 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2       3035 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3        3036 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.3                 3037 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -cycPr                   3038 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -tBu                     3039 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-Pyridyl               3040 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-Pyridyl               3041 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -4-Pyridyl               3042 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-furanyl               3043 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-furanyl               3044 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-thienyl               3045 CH     CCl      CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-thienyl               3046 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-cycPr                              3047 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        3048 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-iPr                                3049 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-nPr                                3050 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-Bu                                 3051 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-iBu                                3052 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-tBu                                3053 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C--Et                                3054 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C--Me                                3055 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C--Ph                                3056 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-2-Pyridyl                          3057 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3058 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-4-Pyridyl                          3059 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-2-furanyl                          3060 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-3-furanyl                          3061 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-2-thienyl                          3062 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            C.tbd.C-3-thienyl                          3063 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-cycPr                            3064 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-iPr                              3065 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-nPr                              3066 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH--Bu                              3067 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-iBu                              3068 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-tBu                              3069 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH--Et                              3070 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH--Me                              3071 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH--Ph                              3072 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-2-Pyridyl                        3073 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-3-Pyridyl                        3074 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-4-Pyridyl                        3075 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-2-furanyl                        3076 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-3-furanyl                        3077 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-2-thienyl                        3078 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH═CH-3-thienyl                        3079 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                                            CH.sub.3                                   3080 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2       3081 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3        3082 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.3                 3083 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -cycPr                   3084 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -tBu                     3085 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 --Ph                     3086 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-Pyridyl               3087 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-Pyridyl               3088 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -4-Pyridyl               3089 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-furanyl               3090 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-furanyl               3091 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-thienyl               3092 CH     C(OCH.sub.3)                                                                            CH   N    CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-thienyl               3093 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C-cycPr                              3094 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        3095 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C-iPr                                3096 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C-nPr                                3097 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C--Et                                3098 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3099 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C-2-furanyl                          3100 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C-3-furanyl                          3101 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C-2-thienyl                          3102 CH     CH       CH   N    CF.sub.3                                                                            C.tbd.C-3-thienyl                          3103 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-iPr                                3104 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-nPr                                3105 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C--Bu                                3106 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-iBu                                3107 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-tBu                                3108 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C--Et                                3109 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C--Me                                3110 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C--Ph                                3111 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-cycPr                              3112 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        3113 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-2-Pyridyl                          3114 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3115 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-4-Pyridyl                          3116 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-2-furanyl                          3117 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-3-furanyl                          3118 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-2-thienyl                          3119 CH     CCl      N    CH   CF.sub.3                                                                            C.tbd.C-3-thienyl                          3120 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-cycPr                            3121 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-iPr                              3122 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-nPr                              3123 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH--Bu                              3124 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-iBu                              3125 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-tBu                              3126 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH--Et                              3127 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH--Me                              3128 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH--Ph                              3129 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-2-Pyridyl                        3130 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-3-Pyridyl                        3131 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-4-Pyridyl                        3132 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-2-furanyl                        3133 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-3-furanyl                        3134 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-2-thienyl                        3135 CH     CCl      N    CH   CF.sub.3                                                                            CH═CH-3-thienyl                        3136 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                                            CH.sub.3                                   3137 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2       3138 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3        3139 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.3                 3140 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -cycPr                   3141 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -tBu                     3142 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 --Ph                     3143 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-Pyridyl               3144 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-Pyridyl               3145 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -4-Pyridyl               3146 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-furanyl               3147 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-furanyl               3148 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-furanyl               3149 CH     CCl      N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-furanyl               3150 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-iPr                                3151 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-nPr                                3152 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C--Bu                                3153 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-iBu                                3154 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-tBu                                3155 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C--Et                                3156 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C--Me                                3157 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C--Ph                                3158 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-cycPr                              3159 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        3160 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-2-Pyridyl                          3161 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3162 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-4-Pyridyl                          3163 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-2-furanyl                          3164 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-3-furanyl                          3165 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-2-thienyl                          3166 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            C.tbd.C-3-thienyl                          3167 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-cycPr                            3168 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-iPr                              3169 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-nPr                              3170 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH--Bu                              3171 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-iBu                              3172 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-tBu                              3173 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH--Et                              3174 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH--Me                              3175 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH--Ph                              3176 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-2-Pyridyl                        3177 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-3-Pyridyl                        3178 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-4-Pyridyl                        3179 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-2-furanyl                        3180 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-3-furanyl                        3181 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-2-thienyl                        3182 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH═CH-3-thienyl                        3183 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                                            CH.sub.3                                   3184 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2       3185 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3        3186 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.3                 3187 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -cycPr                   3188 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -tBu                     3189 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 --Ph                     3190 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-Pyridyl               3191 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-Pyridyl               3192 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -4-Pyridyl               3193 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-furanyl               3194 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-furanyl               3195 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-thienyl               3196 CH     C(OCH.sub.3)                                                                            N    CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-thienyl               3197 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C-cycPr                              3198 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        3199 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C-iPr                                3200 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C-nPr                                3201 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C--Et                                3202 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3203 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C-2-furanyl                          3204 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C-3-furanyl                          3205 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C-2-thienyl                          3206 CH     CH       N    CH   CF.sub.3                                                                            C.tbd.C-3-thienyl                          3207 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-cycPr                              3208 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        3209 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-iPr                                3210 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-nPr                                3211 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C--Bu                                3212 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-iBu                                3213 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-tBu                                3214 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C--Et                                3215 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C--Me                                3216 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C--Ph                                3217 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-2-Pyridyl                          3218 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3219 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-4-Pyridyl                          3220 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-2-furanyl                          3221 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-3-furanyl                          3222 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-2-thienyl                          3223 CCl    N        CH   CH   CF.sub.3                                                                            C.tbd.C-3-thienyl                          3224 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-cycPr                            3225 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-iPr                              3226 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-nPr                              3227 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH--Bu                              3228 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-iBu                              3229 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-tBu                              3230 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH--Et                              3231 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH--Me                              3232 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH--Ph                              3233 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-2-Pyridyl                        3234 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-3-Pyridyl                        3235 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-4-Pyridyl                        3236 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-2-furanyl                        3237 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-3-furanyl                        3238 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-2-thienyl                        3239 CCl    N        CH   CH   CF.sub.3                                                                            CH═CH-3-thienyl                        3240 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                                            CH.sub.3                                   3241 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2       3242 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3        3243 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.3                 3244 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -cycPr                   3245 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -tBu                     3246 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 --Ph                     3247 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-Pyridyl               3248 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-Pyridyl               3249 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -4-Pyridyl               3250 CCI    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-furanyl               3251 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-furanyl               3252 CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-thienyl               253  CCl    N        CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-thienyl               2254 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C-iPr                                2255 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C-nPr                                2256 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C--Et                                2257 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C-cycPr                              2258 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        2259 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          2260 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C-2-furanyl                          2261 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C-3-furanyl                          2262 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C-2-thienyl                          2263 CH     N        CH   CH   CF.sub.3                                                                            C.tbd.C-3-thienyl                          2264 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-cycPr                              2265 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        2266 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-iPr                                2267 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-nPr                                2268 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C--Bu                                2269 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-iBu                                2270 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-tBu                                2271 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C--Et                                2272 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C--Me                                2273 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C--Ph                                2274 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-2-Pyridyl                          2275 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3276 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-4-Pyridyl                          3277 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-2-furanyl                          3278 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-3-furanyl                          3279 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-2-thienyl                          3280 N      CCl      CH   CH   CF.sub.3                                                                            C.tbd.C-3-thienyl                          3281 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-cycPr                            3282 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-iPr                              3283 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-nPr                              3284 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH--Bu                              3285 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-iBu                              3286 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-tBu                              3287 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH--Et                              3288 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH--Me                              3289 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH--Ph                              3290 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-2-Pyridyl                        3291 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-3-Pyridyl                        3292 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-4-Pyridyl                        3293 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-2-furanyl                        3294 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-3-furanyl                        3295 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-2-thienyl                        3296 N      CCl      CH   CH   CF.sub.3                                                                            CH═CH-3-thienyl                        3297 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                                            CH.sub.3                                   3298 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2       3299 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3        3300 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.3                 3301 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -cycPr                   3302 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -tBu                     3303 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 --Ph                     3304 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-Pyridyl               3305 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-Pyridyl               3306 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -4-Pyridyl               3307 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-furanyl               3308 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-furanyl               3309 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-thienyl               3310 N      CCl      CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-thienyl               3311 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-cycPr                              3312 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        3313 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-iPr                                3314 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-nPr                                3315 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C--Bu                                3316 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-iBu                                3317 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-tBu                                3318 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C--Et                                3319 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C--Me                                3320 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C--Ph                                3321 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-2-Pyridyl                          3322 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3323 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-4-Pyridyl                          3324 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-2-furanyl                          3325 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-3-furanyl                          3326 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-2-thienyl                          3327 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            C.tbd.C-3-thienyl                          3328 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-cycPr                            3329 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-iPr                              3330 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-nPr                              3331 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH--Bu                              3332 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-iBu                              3333 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-tBu                              3334 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH--Et                              3335 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH--Me                              3336 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH--Ph                              3337 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-2-Pyridyl                        3338 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-3-Pyridyl                        3339 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-4-Pyridyl                        3340 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-2-furanyl                        3341 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-3-furanyl                        3342 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-2-thienyl                        3343 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH═CH-3-thienyl                        3344 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                                            CH.sub.3                                   3345 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH(CH.sub.3).sub.2       3346 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3        3347 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 CH.sub.3                 3348 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -cycPr                   3349 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -tBu                     3350 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 --Ph                     3351 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-Pyridyl               3352 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-Pyridyl               3353 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -4-Pyridyl               3354 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-furanyl               3355 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-furanyl               3356 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -2-thienyl               3357 N      C(OCH.sub.3)                                                                            CH   CH   CF.sub.3                                                                            CH.sub.2 CH.sub.2 -3-thienyl               3358 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C-cycPr                              3359 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C-1-(Me)cycPr                        3360 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C-iPr                                3361 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C-nPr                                3362 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C--Et                                3363 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C-3-Pyridyl                          3364 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C-2-furanyl                          3365 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C-3-furanyl                          3366 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C-2-thienyl                          3367 N      CH       CH   CH   CF.sub.3                                                                            C.tbd.C-3-thienyl                          ______________________________________                                    

Utility

The compounds of this invention possess reverse transcriptase inhibitory activity, in particular, HIV inhibitory efficacy. The compounds of Formula (I) possess HIV reverse transcriptase inhibitory activity and are therefore useful as antiviral agents for the treatment of HIV infection and associated diseases. The compounds of Formula (I) possess HIV reverse transcriptase inhibitory activity and are effective as inhibitors of HIV growth. The ability of the compounds of the present invention to inhibit viral growth or infectivity is demonstrated in standard assay of viral growth or infectivity, for example, using the assay described below.

The compounds of Formula (I) of the present invention are also useful for the inhibition of HIV in an ex vivo sample containing HIV or expected to be exposed to HIV. Thus, the compounds of the present invention may be used to inhibit HIV present in a body fluid sample (for example, a serum or semen sample) which contains or is suspected to contain or be exposed to HIV.

The compounds provided by this invention are also useful as standard or reference compounds for use in tests or assays for determining the ability of an agent to inhibit viral clone replication and/or HIV reverse transcriptase, for example in a pharmaceutical research program. Thus, the compounds of the present invention may be used as a control or reference compound in such assays and as a quality control standard. The compounds of the present invention may be provided in a commercial kit or container for use as such standard or reference compound.

Since the compounds of the present invention exhibit specificity for HIV reverse transcriptase, the compounds of the present invention may also be useful as diagnostic reagents in diagnostic assays for the detection of HIV reverse transcriptase. Thus, inhibition of the reverse transcriptase activity in an assay (such as the assays described herein) by a compound of the present invention would be indicative of the presence of HIV reverse transcriptase and HIV virus.

As used herein "μg" denotes microgram, "mg" denotes milligram, "g" denotes gram, "μL" denotes microliter, "mL" denotes milliliter, "L" denotes liter, "nM" denotes nanomolar, "μM" denotes micromolar, "mM" denotes millimolar, "M" denotes molar and "nm" denotes nanometer. "Sigma" stands for the Sigma-Aldrich Corp. of St. Louis, Mo.

HIV RNA Assay

DNA Plasmids and In Vitro RNA Transcripts:

Plasmid pDAB 72 containing both gag and pol sequences of BH10 (bp 113-1816) cloned into PTZ 19R was prepared according to Erickson-Viitanen et al. AIDS Research and Human Retroviruses 1989, 5, 577. The plasmid was linearized with Bam HI prior to the generation of in vitro RNA transcripts using the Riboprobe Gemini system II kit (Promega) with T7 RNA polymerase. Synthesized RNA was purified by treatment with RNase free DNAse (Promega), phenol-chloroform extraction, and ethanol precipitation. RNA transcripts were dissolved in water, and stored at -70° C. The concentration of RNA was determined from the A₂₆₀.

Probes:

Biotinylated capture probes were purified by HPLC after synthesis on an Applied Biosystems (Foster City, Calif.) DNA synthesizer by addition of biotin to the 5' terminal end of the oligonucleotide, using the biotin-phosphoramidite reagent of Cocuzza, Tet. Lett. 1989, 30, 6287. The gag biotinylated capture probe (5-biotin-CTAGCTCCCTGCTTGCCCATACTA 3') was complementary to nucleotides 889-912 of HXB2 and the pol biotinylated capture probe (5'-biotin --CCCTATCATTTTTGGTTTCCAT 3') was complementary to nucleotides 2374-2395 of HXB2. Alkaline phosphatase conjugated oligonucleotides used as reporter probes were prepared by Syngene (San Diego, Calif.). The pol reporter probe (5' CTGTCTTACTTTGATAAAACCTC 3') was complementary to nucleotides 2403-2425 of HXB2. The gag reporter probe (5' CCCAGTATTTGTCTACAGCCTTCT 3') was complementary to nucleotides 950-973 of HXB2. All nucleotide positions are those of the GenBank Genetic Sequence Data Bank as accessed through the Genetics Computer Group Sequence Analysis Software Package (Devereau Nucleic Acids Research 1984, 12, 387). The reporter probes were prepared as 0.5 μM stocks in 2×SSC (0.3 M NaCl, 0.03 M sodium citrate), 0.05 M Tris pH 8.8, 1 mg/mL BSA. The biotinylated capture probes were prepared as 100 μM stocks in water.

Streptavidin Coated Plates:

Streptavidin coated plates were obtained from Du Pont Biotechnology Systems (Boston, Mass.).

Cells and Virus Stocks:

MT-2 and MT-4 cells were maintained in RPMI 1640 supplemented with 5% fetal calf serum (FCS) for MT-2 cells or 10% FCS for MT-4 cells, 2 mM L-glutamine and 50 μg/mL gentamycin, all from Gibco. HIV-1 RF was propagated in MT-4 cells in the same medium. Virus stocks were prepared approximately 10 days after acute infection of MT-4 cells and stored as aliquots at -70° C. Infectious titers of HIV-1(RF) stocks were 1-3×10⁷ PFU (plaque forming units)/mL as measured by plaque assay on MT-2 cells (see below). Each aliquot of virus stock used for infection was thawed only once.

For evaluation of antiviral efficacy, cells to be infected were subcultured one day prior to infection. On the day of infection, cells were resuspended at 5×10⁵ cells/mL in RPMI 1640, 5% FCS for bulk infections or at 2×10⁶ /mL in Dulbecco's modified Eagles medium with 5% FCS for infection in microtiter plates. Virus was added and culture continued for 3 days at 37° C.

HIV RNA Assay:

Cell lysates or purified RNA in 3 M or 5 M GED were mixed with 5 M GED and capture probe to a final guanidinium isothiocyanate concentration of 3 M and a final biotin oligonucleotide concentration of 30 nM. Hybridization was carried out in sealed U bottom 96 well tissue culture plates (Nunc or Costar) for 16-20 hours at 37° C. RNA hybridization reactions were diluted three-fold with deionized water to a final guanidinium isothiocyanate concentration of 1 M and aliquots (150 μL) were transferred to streptavidin coated microtiter plates wells. Binding of capture probe and capture probe-RNA hybrid to the immobilized streptavidin was allowed to proceed for 2 hours at room temperature, after which the plates were washed 6 times with DuPont ELISA plate wash buffer (phosphate buffered saline(PBS), 0.05% Tween 20.) A second hybridization of reporter probe to the immobilized complex of capture probe and hybridized target RNA was carried out in the washed streptavidin coated well by addition of 120 μl of a hybridization cocktail containing 4×SSC, 0.66% Triton X 100, 6.66% deionized formamide, 1 mg/mL BSA and 5 nM reporter probe. After hybridization for one hour at 37° C., the plate was again washed 6 times. Immobilized alkaline phosphatase activity was detected by addition of 100 μL of 0.2 mM 4-methylumbelliferyl phosphate (MUBP, JBL Scientific) in bufferδ (2.5 M diethanolamine pH 8.9 (JBL Scientific), 10 mM MgCl₂, 5 mM zinc acetate dihydrate and 5 mM N-hydroxyethyl-ethylene-diamine-triacetic acid). The plates were incubated at 37° C. Fluorescence at 450 nM was measured using a microplate fluorometer (Dynateck) exciting at 365 nM.

Microplate Based Compound Evaluation in HIV-1 Infected MT-2 Cells:

Compounds to be evaluated were dissolved in DMSO and diluted in culture medium to twice the highest concentration to be tested and a maximum DMSO concentration of 2%. Further three-fold serial dilutions of the compound in culture medium were performed directly in U bottom microtiter plates (Nunc). After compound dilution, MT-2 cells (50 μL) were added to a final concentration of 5×10⁵ per mL (1×10⁵ per well). Cells were incubated with compounds for 30 minutes at 37° C. in a CO₂ incubator. For evaluation of antiviral potency, an appropriate dilution of HIV-1 (RF) virus stock (50 μL) was added to culture wells containing cells and dilutions of the test compounds. The final volume in each well was 200 μL. Eight wells per plate were left uninfected with 50 μL of medium added in place of virus, while eight wells were infected in the absence of any antiviral compound. For evaluation of compound toxicity, parallel plates were cultured without virus infection.

After 3 days of culture at 37° C. in a humidified chamber inside a CO₂ incubator, all but 25 μL of medium/well was removed from the HIV infected plates. Thirty seven μL of 5 M GED containing biotinylated capture probe was added to the settled cells and remaining medium in each well to a final concentration of 3 M GED and 30 nM capture probe. Hybridization of the capture probe to HIV RNA in the cell lysate was carried out in the same microplate well used for virus culture by sealing the plate with a plate sealer (Costar), and incubating for 16-20 hrs in a 37° C. incubator. Distilled water was then added to each well to dilute the hybridization reaction three-fold and 150 μL of this diluted mixture was transferred to a streptavidin coated microtiter plate. HIV RNA was quantitated as described above. A standard curve, prepared by adding known amounts of pDAB 72 in vitro RNA transcript to wells containing lysed uninfected cells, was run on each microtiter plate in order to determine the amount of viral RNA made during the infection.

In order to standardize the virus inoculum used in the evaluation of compounds for antiviral activity, dilutions of virus were selected which resulted in an IC₉₀ value (concentration of compound required to reduce the HIV RNA level by 90%) for dideoxycytidine (ddC) of 0.2 μg/mL. IC₉₀ values of other antiviral compounds, both more and less potent than ddC, were reproducible using several stocks of HIV-1 (RF) when this procedure was followed. This concentration of virus corresponded to ˜3×10⁵ PFU (measured by plaque assay on MT-2 cells) per assay well and typically produced approximately 75% of the maximum viral RNA level achievable at any virus inoculum. For the HIV RNA assay, IC₉₀ values were determined from the percent reduction of net signal (signal from infected cell samples minus signal from uninfected cell samples) in the RNA assay relative to the net signal from infected, untreated cells on the same culture plate (average of eight wells). Valid performance of individual infection and RNA assay tests was judged according to three criteria. It was required that the virus infection should result in an RNA assay signal equal to or greater than the signal generated from 2 ng of pDAB 72 in vitro RNA transcript. The IC₉₀ for ddC, determined in each assay run, should be between 0.1 and 0.3 μg/mL. Finally, the plateau level of viral RNA produced by an effective reverse transcriptase inhibitor should be less than 10% of the level achieved in an uninhibited infection. A compound was considered active if its IC₉₀ was found to be less than 20 μM. Representative compounds of the present invention have been shown to exhibit IC₉₀ values less than 20 μM.

For antiviral potency tests, all manipulations in microtiter plates, following the initial addition of 2×concentrated compound solution to a single row of wells, were performed using a Perkin Elmer/Cetus ProPette.

Protein Binding and Mutant Resistance

In order to characterize NNRTI analogs for their clinical efficacy potential the effect of plasma proteins on antiviral potency and measurements of antiviral potency against wild type and mutant variants of HIV which carry amino acid changes in the known binding site for NNRTIs were examined. The rationale for this testing strategy is two fold:

1. Many drugs are extensively bound to plasma proteins. Although the binding affinity for most drugs for the major components of human plasma, namely, human serum albumin (HSA) or alpha-1-acid glycoprotein (AAG), is low, these major components are present in high concentration in the blood. Only free or unbound drug is available to cross the infected cell membrane for interaction with the target site (i.e., HIV-1 reverse transcriptase, HIV-1 RT). Therefore, the effect of added HSA+AAG on the antiviral potency in tissue culture more closely reflects the potency of a given compound in the clinical setting. The concentration of compound required for 90% inhibition of virus replication as measured in a sensitive viral RNA-based detection method is designated the IC90. The fold increase in apparent IC90 for test compounds in the presence or added levels of HSA and AAG that reflect in vivo concentrations (45 mg/ml HSA, 1 mg/ml AAG) was then calculated. The lower the fold increase, the more compound will be available to interact with the target site.

2. The combination of the high rate of virus replication in the infected individual and the poor fidelity of the viral RT results in the production of a quasi-species or mixtures of HIV species in the infected individual. These species will include a majority wild type species, but also mutant variants of HIV and the proportion of a given mutant will reflect its relative fitness and replication rate. Because mutant variants including mutants with changes in the amino acid sequence of the viral RT likely pre-exist in the infected individual's quasi-species, the overall potency observed in the clinical setting will reflect the ability of a drug to inhibit not only wild type HIV-1, but mutant variants as well. We thus have constructed, in a known genetic background, mutant variants of HIV-1 which carry amino acid substitutions at positions thought to be involved in NNRTI binding, and measured the ability of test compounds to inhibit replication of these mutant viruses. The concentration of compound required for 90% inhibition of virus replication as measured in a sensitive viral RNA-based detection method is designated the IC90. It is desirable to have a compound which has high activity against a variety of mutants.

Dosage and Formulation

The antiviral compounds of this invention can be administered as treatment for viral infections by any means that produces contact of the active agent with the agent's site of action, i.e., the viral reverse transcriptase, in the body of a mammal. They can be administered by any conventional means available for use in conjunction with pharmaceuticals, either as individual therapeutic agents or in a combination of therapeutic agents. They can be administered alone, but preferably are administered with a pharmaceutical carrier selected on the basis of the chosen route of administration and standard pharmaceutical practice.

The dosage administered will, of course, vary depending upon known factors, such as the pharmacodynamic characteristics of the particular agent and its mode and route of administration; the age, health and weight of the recipient; the nature and extent of the symptoms; the kind of concurrent treatment; the frequency of treatment; and the effect desired. A daily dosage of active ingredient can be expected to be about 0.001 to about 1000 milligrams per kilogram of body weight, with the preferred dose being about 0.1 to about 30 mg/kg.

Dosage forms of compositions suitable for administration contain from about 1 mg to about 100 mg of active ingredient per unit. In these pharmaceutical compositions the active ingredient will ordinarily be present in an amount of about 0.5-95% by weight based on the total weight of the composition. The active ingredient can be administered orally in solid dosage forms, such as capsules, tablets and powders, or in liquid dosage forms, such as elixirs, syrups and suspensions. It can also be administered parenterally, in sterile liquid dosage forms.

Gelatin capsules contain the active ingredient and powdered carriers, such as lactose, starch, cellulose derivatives, magnesium stearate, stearic acid, and the like. Similar diluents can be used to make compressed tablets. Both tablets and capsules can be manufactured as sustained release products to provide for continuous release of medication over a period of hours. Compressed tablets can be sugar coated or film coated to mask any unpleasant taste and protect the tablet from the atmosphere, or enteric coated for selective disintegration in the gastrointestinal tract. Liquid dosage forms for oral administration can contain coloring and flavoring to increase patient acceptance.

In general, water, a suitable oil, saline, aqueous dextrose (glucose), and related sugar solutions and glycols such as propylene glycol or polyethylene glycols are suitable carriers for parenteral solutions. Solutions for parenteral administration preferably contain a water soluble salt of the active ingredient, suitable stabilizing agents, and if necessary, buffer substances. Antioxidizing agents such as sodium bisulfite, sodium sulfite, or ascorbic acid, either alone or combined, are suitable stabilizing agents. Also used are citric acid and its salts, and sodium EDTA. In addition, parenteral solutions can contain preservatives, such as benzalkonium chloride, methyl- or propyl-paraben and chlorobutanol. Suitable pharmaceutical carriers are described in Remington's Pharmaceutical Sciences, supra, a standard reference text in this field.

Useful pharmaceutical dosage-forms for administration of the compounds of this invention can be illustrated as follows:

Capsules

A large number of unit capsules can be prepared by filling standard two-piece hard gelatin capsules each with 100 mg of powdered active ingredient, 150 mg of lactose, 50 mg of cellulose, and 6 mg magnesium stearic.

Soft Gelatin Capsules

A mixture of active ingredient in a digestible oil such as soybean oil, cottonseed oil or olive oil can be prepared and injected by means of a positive displacement pump into gelatin to form soft gelatin capsules containing 100 mg of the active ingredient. The capsules should then be washed and dried.

Tablets

A large number of tablets can be prepared by conventional procedures so that the dosage unit is 100 mg of active ingredient, 0.2 mg of colloidal silicon dioxide, 5 milligrams of magnesium stearate, 275 mg of microcrystalline cellulose, 11 mg of starch and 98.8 mg of lactose. Appropriate coatings may be applied to increase palatability or delay absorption.

Suspension

An aqueous suspension can be prepared for oral administration so that each 5 mL contain 25 mg of finely divided active ingredient, 200 mg of sodium carboxymethyl cellulose, 5 mg of sodium benzoate, 1.0 g of sorbitol solution, U.S.P., and 0.025 mg of vanillin.

Injectable

A parenteral composition suitable for administration by injection can be prepared by stirring 1.5% by weight of active ingredient in 10% by volume propylene glycol and water. The solution is sterilized by commonly used techniques.

Combination of Components (a) and (b)

Each therapeutic agent component of this invention can independently be in any dosage form, such as those described above, and can also be administered in various ways, as described above. In the following description component (b) is to be understood to represent one or more agents as described previously. Thus, if components (a) and (b) are to be treated the same or independently, each agent of component (b) may also be treated the same or independently.

Components (a) and (b) of the present invention may be formulated together, in a single dosage unit (that is, combined together in one capsule, tablet, powder, or liquid, etc.) as a combination product. When component (a) and (b) are not formulated together in a single dosage unit, the component (a) may be administered at the same time as component (b) or in any order; for example component (a) of this invention may be administered first, followed by administration of component (b), or they may be administered in the revserse order. If component (b) contains more that one agent, e.g., one RT inhibitor and one protease inhibitor, these agents may be administered together or in any order. When not administered at the same time, preferably the administration of component (a) and (b) occurs less than about one hour apart. Preferably, the route of administration of component (a) and (b) is oral. The terms oral agent, oral inhibitor, oral compound, or the like, as used herein, denote compounds which may be orally administered. Although it is preferable that component (a) and component (b) both be administered by the same route (that is, for example, both orally) or dosage form, if desired, they may each be administered by different routes (that is, for example, one component of the combination product may be administered orally, and another component may be administered intravenously) or dosage forms.

As is appreciated by a medical practitioner skilled in the art, the dosage of the combination therapy of the invention may vary depending upon various factors such as the pharmacodynamic characteristics of the particular agent and its mode and route of administration, the age, health and weight of the recipient, the nature and extent of the symptoms, the kind of concurrent treatment, the frequency of treatment, and the effect desired, as described above.

The proper dosage of components (a) and (b) of the present invention will be readily ascertainable by a medical practitioner skilled in the art, based upon the present disclosure. By way of general guidance, typically a daily dosage may be about 100 milligrams to about 1.5 grams of each component. If component (b) represents more than one compound, then typically a daily dosage may be about 100 milligrams to about 1.5 grams of each agent of component (b). By way of general guidance, when the compounds of component (a) and component (b) are administered in combination, the dosage amount of each component may be reduced by about 70-80% relative to the usual dosage of the component when it is administered alone as a single agent for the treatment of HIV infection, in view of the synergistic effect of the combination.

The combination products of this invention may be formulated such that, although the active ingredients are combined in a single dosage unit, the physical contact between the active ingredients is minimized. In order to minimize contact, for example, where the product is orally administered, one active ingredient may be enteric coated. By enteric coating one of the active ingredients, it is possible not only to minimize the contact between the combined active ingredients, but also, it is possible to control the release of one of these components in the gastrointestinal tract such that one of these components is not released in the stomach but rather is released in the intestines. Another embodiment of this invention where oral administration is desired provides for a combination product wherein one of the active ingredients is coated with a sustained-release material which effects a sustained-release throughout the gastrointestinal tract and also serves to minimize physical contact between the combined active ingredients. Furthermore, the sustained-released component can be additionally enteric coated such that the release of this component occurs only in the intestine. Still another approach would involve the formulation of a combination product in which the one component is coated with a sustained and/or enteric release polymer, and the other component is also coated with a polymer such as a lowviscosity grade of hydroxypropyl methylcellulose or other appropriate materials as known in the art, in order to further separate the active components. The polymer coating serves to form an additional barrier to interaction with the other component. In each formulation wherein contact is prevented between components (a) and (b) via a coating or some other material, contact may also be prevented between the individual agents of component (b).

Dosage forms of the combination products of the present invention wherein one active ingredient is enteric coated can be in the form of tablets such that the enteric coated component and the other active ingredient are blended together and then compressed into a tablet or such that the enteric coated component is compressed into one tablet layer and the other active ingredient is compressed into an additional layer. Optionally, in order to further separate the two layers, one or more placebo layers may be present such that the placebo layer is between the layers of active ingredients. In addition, dosage forms of the present invention can be in the form of capsules wherein one active ingredient is compressed into a tablet or in the form of a plurality of microtablets, particles, granules or non-perils, which are then enteric coated. These enteric coated microtablets, particles, granules or non-perils are then placed into a capsule or compressed into a capsule along with a granulation of the other active ingredient.

These as well as other ways of minimizing contact between the components of combination products of the present invention, whether administered in a single dosage form or administered in separate forms but at the same time or concurrently by the same manner, will be readily apparent to those skilled in the art, based on the present disclosure.

Pharmaceutical kits useful for the treatment of HIV infection, which comprise a therapeutically effective amount of a pharmaceutical composition comprising a compound of component (a) and one or more compounds of component (b), in one or more sterile containers, are also within the ambit of the present invention. Sterilization of the container may be carried out using conventional sterilization methodology well known to those skilled in the art. Component (a) and component (b) may be in the same sterile container or in separate sterile containers. The sterile containers of materials may comprise separate containers, or one or more multi-part containers, as desired. Component (a) and component (b), may be separate, or physically combined into a single dosage form or unit as described above. Such kits may further include, if desired, one or more of various conventional pharmaceutical kit components, such as for example, one or more pharmaceutically acceptable carriers, additional vials for mixing the components, etc., as will be readily apparent to those skilled in the art. Instructions, either as inserts or as labels, indicating quantities of the components to be administered, guidelines for administration, and/or guidelines for mixing the components, may also be included in the kit.

Obviously, numerous modifications and variations of the present invention are possible in light of the above teachings. It is therefore to be understood that within the scope of the appended claims, the invention may be practiced otherwise than as specifically described herein. 

What is claimed is:
 1. A compound of Formula (II): ##STR53## wherein: A is O;R¹ is --CF₃ or --CF₂ CF₃ ; R² is selected fromC₁₋₃ alkyl substituted with 0-1 R⁴, C₂₋₃ alkenyl substituted with 0-1 R⁴, and C₂₋₃ alkynyl substituted with 0-1 R⁴, R³ is selected from H, methyl, ethyl, --OH, methoxy, ethoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, and --NHC(O)NR¹⁴ R¹⁵ ; R^(3a) is selected from H, methyl, ethyl, --OH, methoxy, ethoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, and --NHC(O)NR¹⁴ R¹⁵ ; R^(3b) is H or F; R^(3c) is selected from H, methyl, --OH, methoxy, and --OCF₃ ; R⁴ is selected fromcyclopropyl substituted with 0-1 R⁵, phenyl substituted with 0-3 R⁵, and a 5-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-1 R⁵, wherein the heterocyclic system is selected from 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-oxazolyl, 2-thiazolyl, 4-isoxazolyl, 2-imidazolyl, 1-pyrazolyl, 3-pyrazolyl, and 4-pyrazolyl; R⁵, at each occurrence, is independently selected frommethyl, ethyl, propyl, --OH, methoxy, ethoxy, propoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ; Q¹ is selected from:H, --CHO, --CO₂ R⁷, --CH₂ OR⁷, --COR⁷, --NO₂, --NH₂, --NHR⁷, --N(R⁷)₂, --NHCO₂ R⁷, --NHCOR⁷, --OR⁷, --OCOR⁷, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃, C₁₋₄ alkyl substituted with 0-1 R⁸, C₂₋₃ alkenyl substituted with 0-1 R⁸, and C₂₋₃ alkynyl substituted with 0-1 R⁸ ; Q² is H; alternatively, Q¹ and Q² can be taken together to form ═O; R⁷ is selected fromH, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃, C₁₋₃ alkyl substituted with 0-1 R⁸, C₂₋₃ alkenyl substituted with 0-1 R⁹, C₂₋₃ alkynyl substituted with 0-1 R⁹, C₃₋₆ cycloalkyl substituted with 0-2 R⁹, and phenyl substituted with 0-2 R⁹ ; R⁸ is selected frommethyl, ethyl, propyl, butyl, --OH, methoxy, ethoxy, propoxy, butoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, C₃₋₆ cycloalkyl substituted with 0-2 R⁹, phenyl substituted with 0-5 R⁹, and 5-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁹ ; wherein the heterocyclic system is selected from 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-oxazolyl, 2-thiazolyl, 4-isoxazolyl, 2-imidazolyl, 1-pyrazolyl, 3-pyrazolyl, and 4-pyrazolyl; R⁹ is selected from methyl, ethyl, propyl, butyl, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃, --OH, methoxy, ethoxy, propoxy, butoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ; R¹⁴ and R¹⁵ are independently selected from H, methyl, and ethyl; R¹⁶ is selected from H, OH, methyl, ethyl, methoxy, ethoxy, and NR¹⁴ R¹⁵ ; R¹⁷ is selected from methyl, ethyl, methoxy, and ethoxy; and R¹⁸ is selected from methyl, ethyl, and phenyl.
 2. A compound according to claim 1 which is: ##STR54## or a pharmaceutically acceptable salt thereof.
 3. A compound according to claim 1, wherein the compound is of Formula (II a): ##STR55## or pharmaceutically acceptable salt thereof.
 4. A compound according to claim 1, wherein the compound is of Formula (IIb): ##STR56## or pharmaceutically acceptable salt thereof.
 5. A pharmaceutical composition, comprising: a pharmaceutically acceptable carrier and a therapeutically effective amount of a compound of claim
 1. 6. A method for treating HIV infection, comprising: administering to a host in need of such treatment a therapeutically effective amount of a compound of claim 1, or a pharmaceutically acceptable salt form thereof.
 7. A compound according to claim 1 of Formula (II): ##STR57## wherein: A is O;R¹ is --CF₃ ; R² is selected fromC₁₋₃ alkyl substituted with 0-1 R⁴, C₂₋₃ alkenyl substituted with 0-1 R⁴, and C₂₋₃ alkynyl substituted with 0-1 R⁴, R³ is selected from H, methyl, --OH, methoxy, --OCF₃, F, Cl, and --CN; R^(3a) is selected from H, methyl, --OH, methoxy, --OCF₃, F, Cl, and --CN; R^(3b) is H; R^(3c) is selected from H, methyl, --OH, and methoxy; R⁴ is selected fromcyclopropyl substituted with 0-1 R⁵, phenyl substituted with 0-3 R⁵, and a 5-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-1 R⁵, wherein the heterocyclic system is selected from 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-oxazolyl, 2-thiazolyl, 4-isoxazolyl, 2-imidazolyl, 1-pyrazolyl, 3-pyrazolyl, and 4-pyrazolyl; R⁵, at each occurrence, is independently selected from methyl, ethyl, propyl, --OH, methoxy, ethoxy, propoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ; Q¹ is selected from:H, --CHO, --CO₂ R⁷, --CH₂ OR⁷, --COR⁷, --NO₂, --NH₂, NHR⁷, --N(R⁷)₂, --NHCO₂ R⁷, --NHCOR⁷, --OR⁷, --OCOR⁷, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃, C₁₋₄ alkyl substituted with 0-1 R⁸, C₂₋₃ alkenyl substituted with 0-1 R⁸, and C₂₋₃ alkynyl substituted with 0-1 R⁸ ; Q² is H;alternatively, Q¹ and Q² can be taken together to form ═O; R⁷ is selected fromH, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃, C₁₋₃ alkyl substituted with 0-1 R⁸, C₂₋₃ alkenyl substituted with 0-1 R⁹, C₂₋₃ alkynyl substituted with 0-1 R⁹, C₃₋₆ cycloalkyl substituted with 0-2 R⁹, and phenyl substituted with 0-2 R⁹ ; R⁸ is selected frommethyl, ethyl, propyl, butyl, --OH, methoxy, ethoxy, propoxy, butoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, C₃₋₆ cycloalkyl substituted with 0-2 R⁹, phenyl substituted with 0-5 R⁹, and 5-6 membered heterocyclic system containing 1-3 heteroatoms selected from O, N, and S, substituted with 0-2 R⁹ ; wherein the heterocyclic system is selected from 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-oxazolyl, 2-thiazolyl, 4-isoxazolyl, 2-imidazolyl, 1-pyrazolyl, 3-pyrazolyl, and 4-pyrazolyl; R⁹ is selected from methyl, ethyl, propyl, butyl, --CF₃, --CF₂ CF₃, --CF₂ CF₂ CF₃, --OH, methoxy, ethoxy, propoxy, butoxy, --OCF₃, F, Cl, Br, I, --NR¹⁴ R¹⁵, --NO₂, --CN, --C(O)R¹⁶, --NHC(O)R¹⁷, --NHC(O)NR¹⁴ R¹⁵, --NHSO₂ R¹⁸, and --SO₂ NR¹⁴ R¹⁵ ; R¹⁴ and R¹⁵ are independently selected from H, methyl, and ethyl; R¹⁶ is selected from H, OH, methyl, ethyl, methoxy, ethoxy, and NR¹⁴ R¹⁵ ; R¹⁷ is selected from methyl, ethyl, methoxy, and ethoxy; and R¹⁸ is selected from methyl, ethyl, and phenyl.
 8. A pharmaceutical composition, comprising: a pharmaceutically acceptable carrier and a therapeutically effective amount of a compound of claim
 7. 9. A pharmaceutical composition, comprising: a pharmaceutically acceptable carrier and a therapeutically effective amount of a compound of claim
 2. 10. A pharmaceutical composition, comprising: a pharmaceutically acceptable carrier and a therapeutically effective amount of a compound of claim
 3. 11. A pharmaceutical composition, comprising: a pharmaceutically acceptable carrier and a therapeutically effective amount of a compound of claim
 4. 12. A method for treating HIV infection, comprising: administering to a host in need of such treatment a therapeutically effective amount of a compound of claim 7, or a pharmaceutically acceptable salt form thereof.
 13. A method for treating HIV infection, comprising: administering to a host in need of such treatment a therapeutically effective amount of a compound of claim 2, or a pharmaceutically acceptable salt form thereof.
 14. A method for treating HIV infection, comprising: administering to a host in need of such treatment a therapeutically effective amount of a compound of claim 3, or a pharmaceutically acceptable salt form thereof.
 15. A method for treating HIV infection, comprising: administering to a host in need of such treatment a therapeutically effective amount of a compound of claim 4, or a pharmaceutically acceptable salt form thereof. 